Jonathan Sessler

Summary

Affiliation: University of Texas
Country: USA

Publications

  1. ncbi request reprint Rare-earth cation effects on three-dimensional metal-organic rotaxane framework (MORF) self assembly
    Han Yuan Gong
    Department of Chemistry and Biochemistry, 1 University Station A5300, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Chem Commun (Camb) 48:10186-8. 2012
  2. ncbi request reprint Neutral and anionic guests and their effect on the formation of pseudorotaxanes by using a flexible tetracationic imidazolium macrocycle
    Han Yuan Gong
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station, A5300, Austin, TX 78712 0165, USA
    Chemistry 18:7803-9. 2012
  3. ncbi request reprint High-order tunneling processes in single-porphyrin transistors
    Jeong Tae Lee
    Department of Chemistry and Biochemistry, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712 0165, USA
    Chem Commun (Camb) 48:4420-2. 2012
  4. pmc Synthesis and biologic properties of hydrophilic sapphyrins, a new class of tumor-selective inhibitors of gene expression
    Zhong Wang
    Pharmacyclics, Inc, Sunnyvale, California, USA
    Mol Cancer 6:9. 2007
  5. ncbi request reprint Enhancing Hoogsteen interactions: a pyrrole-containing purine nucleoside that competes with guanosine self-assembly
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712 0165, USA
    J Am Chem Soc 126:11460-1. 2004
  6. ncbi request reprint The benzil rearrangement reaction: trapping of a hitherto minor product and its application to the development of a selective cyanide anion indicator
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    Org Lett 10:73-5. 2008
  7. ncbi request reprint Calix[n]bispyrrolylbenzenes: synthesis, characterization, and preliminary anion binding studies
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute of Cellular and Molecular Biology, University of Texas at Austin, 1 University Station A5300, Austin, TX 78712 1167, USA
    Chemistry 11:2001-11. 2005
  8. ncbi request reprint Anion-binding behavior of hybrid calixpyrroles
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute of Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 1167, USA
    J Org Chem 70:1511-7. 2005
  9. pmc Transition-metal complexes of expanded porphyrins
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, 1 University Station A 5300, The University of Texas at Austin, Austin, Texas 78712, USA
    Acc Chem Res 40:371-9. 2007
  10. ncbi request reprint Molecular recognition via base-pairing
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Chem Soc Rev 36:314-25. 2007

Research Grants

  1. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2004
  2. Polypyrrole-based Anion-Binding Agents
    Jonathan Sessler; Fiscal Year: 2007
  3. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2007
  4. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2009
  5. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan L Sessler; Fiscal Year: 2010
  6. Medicinal Inorganic Chemistry ACS Symposium F-2003
    Jonathan Sessler; Fiscal Year: 2003
  7. BIOMEDICAL APPLICATION OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 1999
  8. POLYPYRROLE BASED ANION RECEPTORS
    Jonathan Sessler; Fiscal Year: 2002
  9. Oligopyrrole-based Anion Binding Agents
    Jonathan L Sessler; Fiscal Year: 2010

Collaborators

Detail Information

Publications81

  1. ncbi request reprint Rare-earth cation effects on three-dimensional metal-organic rotaxane framework (MORF) self assembly
    Han Yuan Gong
    Department of Chemistry and Biochemistry, 1 University Station A5300, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Chem Commun (Camb) 48:10186-8. 2012
    ..The specific choice of the metal cation allows for control of the structure and luminescent properties of the resulting molecular frameworks...
  2. ncbi request reprint Neutral and anionic guests and their effect on the formation of pseudorotaxanes by using a flexible tetracationic imidazolium macrocycle
    Han Yuan Gong
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station, A5300, Austin, TX 78712 0165, USA
    Chemistry 18:7803-9. 2012
    ..The results described herein provide initial evidence that guest competition can be used to control molecular "switching" and substrate binding within an appropriately designed anion receptor...
  3. ncbi request reprint High-order tunneling processes in single-porphyrin transistors
    Jeong Tae Lee
    Department of Chemistry and Biochemistry, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712 0165, USA
    Chem Commun (Camb) 48:4420-2. 2012
    ..Cotunneling and the Kondo effect are observed in single-electron transistors incorporating cobalt-porphyrins. These effects are attributed to high-order tunneling and strong coupling between the electrodes and the intervening porphyrin...
  4. pmc Synthesis and biologic properties of hydrophilic sapphyrins, a new class of tumor-selective inhibitors of gene expression
    Zhong Wang
    Pharmacyclics, Inc, Sunnyvale, California, USA
    Mol Cancer 6:9. 2007
    ..However, the mechanisms for their anticancer activity have not been fully elucidated...
  5. ncbi request reprint Enhancing Hoogsteen interactions: a pyrrole-containing purine nucleoside that competes with guanosine self-assembly
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712 0165, USA
    J Am Chem Soc 126:11460-1. 2004
    ..Nucleoside 1 is shown to bind guanosine 10 (a classic ADD motif) to form ensemble I. This interaction competes effectively with guanosine self-assembly and, as such, is capable of disrupting guanosine quadruplex formation...
  6. ncbi request reprint The benzil rearrangement reaction: trapping of a hitherto minor product and its application to the development of a selective cyanide anion indicator
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    Org Lett 10:73-5. 2008
    ..Addition of tetrabutylammonium cyanide to organic solutions of this species, referred to as compound 3 in the text, gives rise to a dramatic change in both color and fluorescence properties...
  7. ncbi request reprint Calix[n]bispyrrolylbenzenes: synthesis, characterization, and preliminary anion binding studies
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute of Cellular and Molecular Biology, University of Texas at Austin, 1 University Station A5300, Austin, TX 78712 1167, USA
    Chemistry 11:2001-11. 2005
    ..Structures of the PF6- and NO3- complexes of 10 a were also solved as were those of the acetone adduct of 9 a and the ethyl acetate adduct of 11 a...
  8. ncbi request reprint Anion-binding behavior of hybrid calixpyrroles
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute of Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 1167, USA
    J Org Chem 70:1511-7. 2005
    ..These findings are strongly supported by solid-state structural studies, which reveal an interesting "cross binding mode" for the binding of carboxylate anions by the bis-thiophene, bis-pyrrole system 7...
  9. pmc Transition-metal complexes of expanded porphyrins
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, 1 University Station A 5300, The University of Texas at Austin, Austin, Texas 78712, USA
    Acc Chem Res 40:371-9. 2007
    ..The nature of the inserted cation, the emerging role of tautomeric equilibria, and the importance of hydrogen-bonding interactions in regulating this chemistry are also discussed...
  10. ncbi request reprint Molecular recognition via base-pairing
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Chem Soc Rev 36:314-25. 2007
    ....
  11. ncbi request reprint Synthesis, anion-binding properties, and in vitro anticancer activity of prodigiosin analogues
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, University of Texas at Austin, Austin, Texas 78712 1065, USA
    Angew Chem Int Ed Engl 44:5989-92. 2005
  12. pmc Diindolylquinoxalines: effective indole-based receptors for phosphate anion
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, TX 78712 0156, USA
    J Am Chem Soc 128:16518-9. 2006
    ..It also provides one of the few structurally characterized neutral receptor-dihydrogen phosphate complexes. This work thus serves to demonstrate the utility of indoles as an anion recognition motif...
  13. pmc Inverted sapphyrin: a new family of doubly N-confused expanded porphyrins
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712 0156, USA
    J Am Chem Soc 128:12640-1. 2006
    ....
  14. ncbi request reprint Positive homotropic allosteric binding of silver(I) cations in a Schiff base oligopyrrolic macrocycle
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 78712 0165, USA
    J Am Chem Soc 128:4184-5. 2006
    ..UV-visible absorption and 1H NMR spectroscopic analyses reveal that coordination of Ag(I) cations is subject to a strong positive homotropic allosteric effect...
  15. ncbi request reprint Texaphyrins: new drugs with diverse clinical applications in radiation and photodynamic therapy
    J L Sessler
    Department of Chemistry and Biochemistry, University of Texas, Austin 78712, USA
    Biochem Pharmacol 59:733-9. 2000
    ..Interestingly, these mechanisms may alter conventional wisdom regarding mechanisms of radiation therapy and the pathophysiology of atherosclerosis...
  16. pmc Synthesis and anion binding properties of N,N'-bispyrrol-2-yl-2,5-diamidopyrrole
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station, A5300, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Org Lett 8:1593-6. 2006
    ..structure: see text] A bispyrrol-2-yl-2,5-diamidopyrrole has been synthesized and shown to have a significantly higher affinity for oxo-anions than previous generation 2,5-diamidopyrroles...
  17. ncbi request reprint Multi component self-assembly: supramolecular organic frameworks containing metal-rotaxane subunits (RSOFs)
    Han Yuan Gong
    Department of Chemistry and Biochemistry, 1 University Station A5300, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Dalton Trans 41:1134-7. 2012
    ..Trivalent metal cations, yttrium(III) and smaller lanthanides, are used to "lock" the threaded strut in place. This results in the formation of three-dimensional RSOFs...
  18. ncbi request reprint Calix[n]bipyrroles: synthesis, characterization, and anion-binding studies
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, TX 78712 1167, USA
    Angew Chem Int Ed Engl 42:2278-81. 2003
  19. doi request reprint "Umpolung" photoinduced charge separation in an anion-bound supramolecular complex
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, University Station A5300, The University of Texas, Austin, Texas 78712 0165, USA
    J Am Chem Soc 130:15256-7. 2008
    ..The novel features of this noncovalent dyad highlight the potential utility of anion binding in the construction of supramolecular electron transfer systems...
  20. ncbi request reprint Novel guanosine-cytidine dinucleoside that self-assembles into a trimeric supramolecule
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute of Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, 78712 0165, USA
    Org Lett 5:2627-30. 2003
    ..Dinucleoside 1 was obtained by utilizing two consecutive palladium-catalyzed cross-coupling reactions. Ensemble I was analyzed by ESI-MS, NMR spectroscopies, size exclusion chromatography (SEC), and vapor pressure osmometry (VPO)...
  21. pmc Cytosine substituted calix[4]pyrroles: neutral receptors for 5'-guanosine monophosphate
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, University of Texas, Austin, TX 78712 1167, USA
    Proc Natl Acad Sci U S A 99:4848-53. 2002
    ....
  22. ncbi request reprint Pyrazine analogues of dipyrrolylquinoxalines
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, University of Texas at Austin, Austin, Texas 78712 0165, USA
    Org Lett 5:4141-4. 2003
    ..structure: see text]. The synthesis of novel pyrazine derivatives bearing pyrrolic substituents is reported; the ability of these systems to bind certain biologically relevant anions in dichloromethane is also detailed...
  23. ncbi request reprint Calix[2]bipyrrole[2]furan and calix[2]bipyrrole[2]thiophene: new pyrrolic receptors exhibiting a preference for carboxylate anions
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    J Am Chem Soc 125:13646-7. 2003
    ....
  24. ncbi request reprint Missing-link macrocycles: hybrid heterocalixarene analogues formed from several different building blocks
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, The University of Texas at Austin, Austin, TX 78712 1167, USA
    Chemistry 8:1134-43. 2002
    ....
  25. pmc Crown-6-calix[4]arene-capped calix[4]pyrrole: an ion-pair receptor for solvent-separated CsF ions
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, 1 University Station A5300, The University of Texas at Austin, Austin, Texas 78712 0165, USA
    J Am Chem Soc 130:13162-6. 2008
    ....
  26. ncbi request reprint Water soluble sapphyrins: potential fluorescent phosphate anion sensors
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station, The University of Texas at Austin, Austin, Texas 78712, USA
    Org Biomol Chem 1:4113-23. 2003
    ..In particular, the two counter anions were found to be hydrogen bound above and below the diprotonated sapphyrin plane...
  27. ncbi request reprint Calix[4]pyrrole Schiff base macrocycles. Novel binucleating ligands for mu-oxo iron complexes
    Jacqueline M Veauthier
    Department of Chemistry and Biochemistry, 1 University Station A5300, The University of Texas at Austin, Austin, Texas 78712 0165, USA
    Inorg Chem 43:1220-8. 2004
    ..However, the electronics of the present systems are very different from those of texaphyrins and porphyrins in that no delocalized bonding patterns are observed within the ligands as a whole...
  28. pmc Benzene-, pyrrole-, and furan-containing diametrically strapped calix[4]pyrroles--an experimental and theoretical study of hydrogen-bonding effects in chloride anion recognition
    Dae Wi Yoon
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA
    Angew Chem Int Ed Engl 47:5038-42. 2008
  29. ncbi request reprint A Schiff base expanded porphyrin macrocycle that acts as a versatile binucleating ligand for late first-row transition metals
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    Inorg Chem 44:2125-7. 2005
    ..Air oxidation of the Cu(I) ions in the latter complex to their divalent oxidation state resulted in a change in the coordination mode relative to the macrocycle...
  30. ncbi request reprint Dipyrrolyl-functionalized bipyridine-based anion receptors for emission-based selective detection of dihydrogen phosphate
    Patrick Plitt
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA
    Chemistry 13:1374-81. 2007
    ....
  31. pmc Calix[4]pyrrole as a chloride anion receptor: solvent and countercation effects
    Jonathan L Sessler
    Department of Chemistry and Biochemistry, University of Texas at Austin, Texas 78712 0165, USA
    J Am Chem Soc 128:12281-8. 2006
    ..In the case of TPA, TBA, and TBP, the ITC data could not be fit to a 1:1 binding profile...
  32. doi request reprint Cooperative binding of calix[4]pyrrole-anion complexes and alkylammonium cations in halogenated solvents
    Dustin E Gross
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA
    Chemistry 14:7822-7. 2008
    ..Support for the proposed cation complexation selectivity is provided by solid state X-ray crystallographic analyses...
  33. ncbi request reprint Anion-induced synthesis and combinatorial selection of polypyrrolic macrocycles
    Evgeny A Katayev
    Dept of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station, A5300, Austin, TX 78712 0165, USA
    Angew Chem Int Ed Engl 44:7386-90. 2005
  34. doi request reprint Ion-mediated electron transfer in a supramolecular donor-acceptor ensemble
    Jung Su Park
    Department of Chemistry and Biochemistry, University Station A5300, University of Texas, Austin, TX 78712 0165, USA
    Science 329:1324-7. 2010
    ..The products of these processes were characterized via spectroscopy and x-ray crystallography...
  35. ncbi request reprint Design and synthesis of polymetallic complexes based on meso-calix[4]pyrrole: platforms for multielectron chemistry
    Luciano Cuesta
    Department of Chemistry and Biochemistry, University Station A5300, The University of Texas, Austin, Texas 78712 0165, USA
    J Am Chem Soc 129:11696-7. 2007
  36. ncbi request reprint Calix[4]pyrrole[2]carbazole: a new kind of expanded calixpyrrole
    Piotr Piatek
    Department of Chemistry and Biochemistry, 1 University Station A5300, The University of Texas at Austin, Austin, Texas 78712 0165, USA
    J Am Chem Soc 126:16073-6. 2004
    ..g., benzoate, oxalate, succinate), as well as various other anionic substrates (i.e., chloride and dihydrogen phosphate). No evidence of binding was observed in the case of bromide, nitrate, and hydrogen sulfate...
  37. ncbi request reprint Phenanthroline complexes bearing fused dipyrrolylquinoxaline anion recognition sites: efficient fluoride anion receptors
    Toshihisa Mizuno
    Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas 78712 1167, USA
    J Am Chem Soc 124:1134-5. 2002
    ..The large observed binding constants are ascribed to two factors, (i) the presence of a phenanthroline-coordinated cationic charge that decreases the electron density on the pyrrole NH protons and (ii) pure electrostatic effects...
  38. ncbi request reprint Calix[4]pyrrole Schiff base macrocycles: novel binucleating ligands for Cu(I) and Cu(II)
    Jacqueline M Veauthier
    Department of Chemistry and Biochemistry, 1 University Station A5300, University of Texas at Austin, Austin, TX 78712 0165, USA
    Inorg Chem 44:6736-43. 2005
    ..This structural analysis revealed a copper-copper distance of 3.47 A, while SQUID magnetic susceptibility data provided evidence for antiferromagnetic coupling between the two metal centers...
  39. doi request reprint Positive homotropic allosteric receptors for neutral guests: annulated tetrathiafulvalene-calix[4]pyrroles as colorimetric chemosensors for nitroaromatic explosives
    Jung Su Park
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station, A5300, Austin, TX 78712, USA
    Chemistry 16:848-54. 2010
    ..It has led to new allosteric systems that function as rudimentary colorimetric chemosensors for common nitroaromatic-based explosives, and which are effective even in the presence of potentially interfering anions...
  40. pmc ESI-MS characterization of a novel pyrrole-inosine nucleoside that interacts with guanine bases
    Sarah E Pierce
    Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712 1167, United States
    Anal Chim Acta 627:129-35. 2008
    ..The specific binding of 1 to guanine-rich DNA emphasizes the necessity of careful ligand design for specific sequence recognition...
  41. doi request reprint A 'Texas-sized' molecular box that forms an anion-induced supramolecular necklace
    Han Yuan Gong
    Department of Chemistry and Biochemistry, The University of Texas, Austin, TX 78712 0165, USA
    Nat Chem 2:406-9. 2010
    ....
  42. ncbi request reprint Quinoxaline-bridged porphyrinoids
    Jonathan L Sessler
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, University of Texas at Austin, 78712 1167, USA
    J Am Chem Soc 124:13474-9. 2002
    ..Support for this latter contention came from energy minimization studies...
  43. doi request reprint The benzil-cyanide reaction and its application to the development of a selective cyanide anion indicator
    Dong Gyu Cho
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, Texas 78712 0165, USA
    J Am Chem Soc 130:12163-7. 2008
    ....
  44. ncbi request reprint Late first-row transition-metal complexes of texaphyrin
    Sharon Hannah
    Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA
    J Am Chem Soc 124:8416-27. 2002
    ..Texaphyrin complexes of Mn(II), Co(II), and Fe(III) in particular may possess sufficient aqueous stability to permit their use in pharmaceutical applications...
  45. doi request reprint Porphycenes: synthesis and derivatives
    David Sanchez-Garcia
    Dept of Chem and Biochem, 1 University Station A5300, The University of Texas, Austin, TX 78712 0165, USA
    Chem Soc Rev 37:215-32. 2008
    ..This critical review provides a concise overview of the most important syntheses of porphycenes, as well as those of various functionalized derivatives and heteroatom containing analogues. (95 references.)..
  46. ncbi request reprint Cyclo[n]pyrroles: size and site-specific binding to G-quadruplexes
    Erin Shammel Baker
    Department of Chemistry and Biochemistry, University of California, Santa Barbara, 93106 9510, USA
    J Am Chem Soc 128:2641-8. 2006
    ....
  47. ncbi request reprint Gadolinium texaphyrin-methotrexate conjugates. Towards improved cancer chemotherapeutic agents
    Wen Hao Wei
    Department of Chemistry and Biochemistry, Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, Texas 78712 0165, USA
    Org Biomol Chem 3:3290-6. 2005
    ..g., inherent or enzyme-mediated hydrolysis) in the case of the ester-linked conjugate, but not the corresponding amide system...
  48. pmc Photodissociation of non-covalent peptide-crown ether complexes
    Jeffrey J Wilson
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA
    J Am Soc Mass Spectrom 19:257-60. 2008
    ....
  49. ncbi request reprint Supramolecular liquid crystals based on cyclo[8]pyrrole
    Marcin Stepien
    Department of Chemistry and Biochemistry, University of Texas, 1 University Station A5300, Austin, TX 78712, USA
    Angew Chem Int Ed Engl 46:1431-5. 2007
  50. ncbi request reprint Synthesis of 2,2'-bipyrroles and 2,2'-thienylpyrroles from donor-acceptor cyclopropanes and 2-cyanoheteroles
    Ming Yu
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA
    Org Lett 6:1057-9. 2004
    ..This method opens the door toward a wide variety of unsymmetrical bipyrroles and thienylpyrroles...
  51. ncbi request reprint Anion-directed assembly of a three-dimensional metal-organic rotaxane framework
    Han Yuan Gong
    Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    Chem Commun (Camb) 47:5973-5. 2011
    ..The present system represents progress towards controlling the features of three-dimensional metal-organic frameworks...
  52. pmc Texaphyrins: tumor localizing redox active expanded porphyrins
    Jonathan F Arambula
    Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712 0165, USA
    Anticancer Agents Med Chem 11:222-32. 2011
    ..Mechanistic insights involving their presumed mode of action are also described, as well as certain structure activity relationships. Finally, newer texaphyrin-based applications associated with targeted drug delivery are presented...
  53. pmc Oligopyrrole macrocycles: receptors and chemosensors for potentially hazardous materials
    Brett M Rambo
    Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station A5300, Austin, TX 78712 0165, USA
    Chemistry 17:4946-59. 2011
    ..These versatile molecular receptors have been used to develop rudimentary colorimetric and fluorimetric assays for hazardous materials...
  54. doi request reprint Dioxabenzosapphyrin: a new benzodifuran-derived sapphyrin analogue
    Dong Gyu Cho
    Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712 0165, USA
    J Am Chem Soc 130:10502-3. 2008
    ..This latter finding highlights a potentially new application for core-modified expanded porphyrin derivatives, namely, as receptors for hydrogen bond donating neutral substrates...
  55. pmc Sapphyrin-nanotube assemblies
    Peter J Boul
    Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712, USA
    J Am Chem Soc 129:5683-7. 2007
    ....
  56. ncbi request reprint Calix[4]phyrins. Effect of peripheral substituents on conformational mobility and structure within a series of related systems
    Bohumil Dolenský
    Department of Analytical Chemistry and Laboratory of NMR Spectroscopy, Institute of Chemical Technology, Technicka 5, 16628 Praha 6, Czech Republic
    J Am Chem Soc 126:13714-22. 2004
    ....
  57. ncbi request reprint Cis- and trans-strapped calix[4]pyrroles bearing phthalamide linkers: synthesis and anion-binding properties
    Chang Hee Lee
    Department of Chemistry and Institute of Basic Science, Kangwon National University, Chun Chon 200 701 Korea
    J Org Chem 70:2067-74. 2005
    ....
  58. ncbi request reprint Bipyrrole- and dipyrromethane-based amido-imine hybrid macrocycles. New receptors for oxoanions
    Evgeny A Katayev
    Department of Chemistry, M V Lomonosov Moscow State University, Leninskie Gory, 119899 Moscow, Russian Federation
    J Org Chem 72:2886-96. 2007
    ....
  59. ncbi request reprint A binol-strapped calix[4]pyrrole as a model chirogenic receptor for the enantioselective recognition of carboxylate anions
    Hidekazu Miyaji
    Department of Chemistry and Institute for Basic Science, Kangwon National University, Chun Chon 200 701, Korea
    Angew Chem Int Ed Engl 46:2508-11. 2007
  60. ncbi request reprint Calix[4]pyrrole: an old yet new ion-pair receptor
    Radu Custelcean
    Chemical Sciences Division, Oak Ridge National Laboratory, P O Box 2008, Oak Ridge, TN 37831 6119, USA
    Angew Chem Int Ed Engl 44:2537-42. 2005
  61. ncbi request reprint Coumarin-strapped calix[4]pyrrole: a fluorogenic anion receptor modulated by cation and anion binding
    Hidekazu Miyaji
    Department of Chemistry and Institute of Basic Science, Kangwon National University, Chun Chon 200 701 Korea
    J Am Chem Soc 127:12510-2. 2005
    ..As such, this system operates as an elementary logic gate wherein anion and cation concentrations serve as the input and fluorescence intensity changes provide the output...
  62. ncbi request reprint Theoretical study of anion binding to calix[4]pyrrole: the effects of solvent, fluorine substitution, cosolute, and water traces
    J Ramón Blas
    Departament de Bioquimica i Biologia Molecular, Facultat de Quimica, Universitat de Barcelona, Marti i Franques 1, Spain
    J Am Chem Soc 124:12796-805. 2002
    ..Overall, our results provide interesting clues for a better understanding of the process detected experimentally as "binding"...
  63. ncbi request reprint Polyhydroxylated sapphyrins: multisite non-metallic catalysts for activated phosphodiester hydrolysis
    Vladimir Kral
    Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Czech Republic
    J Am Chem Soc 128:432-7. 2006
    ..The sapphyrins described in this paper may have a role to play as oligonucleotide cleavage agents...
  64. ncbi request reprint Tumor localization and antitumor efficacy of novel sapphyrin compounds
    Louie Naumovski
    Cancer Biology, Pharmacyclics, Inc, 995 East Arques Avenue, Sunnyvale, CA 94085, USA
    Mol Cancer Ther 5:2798-805. 2006
    ..On the basis of these findings, it is concluded that the sapphyrin PCI-2050 warrants further evaluation as a potential anticancer agent due to its intrinsic proapoptotic activity and tumor localization ability...
  65. ncbi request reprint Metal complexes of porphycene, corrphycene, and hemiporphycene: stability and coordination chemistry
    Christopher J Fowler
    Department of Chemistry and Biochemistry The University of Texas at Austin, Austin, TX 78712 USA
    Chemistry 8:3485-96. 2002
    ..These solid-state structures confirm four-coordinate species for the Ni(II) complexes, four- and five-coordinate species for the Mg(II) and Zn(II) complexes, and a six-coordinate species for the lone Co(II) complex...
  66. ncbi request reprint Tetrathiafulvalene-calix[4]pyrroles: synthesis, anion binding, and electrochemical properties
    Kent A Nielsen
    Department of Chemistry, University of Southern Denmark Odense University, Campusvej 55, DK 5230 Odense M, Denmark
    J Am Chem Soc 128:2444-51. 2006
    ..This response was particularly dramatic in the case of the monotetrathiafulvalene-calix[4]pyrrole 5, with a DeltaE(max) of -145 mV being seen after the addition of approximately 1 equiv of Cl(-) ion...
  67. ncbi request reprint Exploring the dynamics of calix[4]pyrrole: effect of solvent and fluorine substitution
    J Ramón Blas
    Molecular Modeling and Bioinformatics Unit, Institut de Recerca Biomèdica, Parc Cientific de Barcelona, Josep Samitier 1 5, Barcelona 08028, Spain
    Chemistry 13:1108-16. 2007
    ....
  68. doi request reprint Halide anion mediated dimerization of a meso-unsubstituted N-confused porphyrin
    Hiroyuki Furuta
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819 0395, Japan
    Chem Asian J 3:592-9. 2008
    ..The structure of the chloride-bridged dimer in the solid state was determined by X-ray diffraction analysis...
  69. pmc The largest 15N-15N coupling constant across an NHN hydrogen bond
    Mariusz Pietrzak
    Institut fur Chemie und Biochemie, Freie Universitat Berlin, Takustr 3, 14195 Berlin, Germany
    Angew Chem Int Ed Engl 47:1123-6. 2008
  70. ncbi request reprint Synthetic model of the phosphate binding protein: solid-state structure and solution-phase anion binding properties of a large oligopyrrolic macrocycle
    Evgeny A Katayev
    A N Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, 119991 Moscow, Russian Federation
    J Org Chem 72:7244-52. 2007
    ....
  71. doi request reprint Electron-transfer and acid-base properties of a two-electron oxidized form of quaterpyrrole that acts as both an electron donor and an acceptor
    Min Zhang
    Department of Chemistry, University of Houston, Houston, Texas 77204 5003, USA
    J Phys Chem A 112:1633-42. 2008
    ..The dynamics of deprotonation from P4H2*+ and disproportionation of P4H2 were examined by laser flash photolysis measurements of photoinduced electron-transfer oxidation and reduction of P4H2, respectively...
  72. doi request reprint meso-Aryl substituted rubyrin and its higher homologues: structural characterization and chemical properties
    Soji Shimizu
    Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo ku, Kyoto 606 8502, Japan
    Chemistry 14:2668-78. 2008
    ..As a result, complexes 7 and 8 exhibit aromatic and antiaromatic character, respectively. NICS calculation on these compounds also supported aromaticity of 2 and 7, and antiaromaticity of 6 and 8...
  73. doi request reprint Calix[4]pyrrole: a new ion-pair receptor as demonstrated by liquid-liquid extraction
    Matthieu P Wintergerst
    Chemical Separations Group, Chemical Sciences Division, Oak Ridge National Laboratory, P O Box 2008, MS 6119, Oak Ridge, Tennessee 37831 6119, USA
    J Am Chem Soc 130:4129-39. 2008
    ..Control studies involving nitrate revealed no evidence of ion pairing for CsNO3 under conditions identical to those where it is observed for CsCl and CsBr...
  74. ncbi request reprint Single side strapping: a new approach to fine tuning the anion recognition properties of calix[4]pyrroles
    Chang Hee Lee
    Department of Chemistry Kangwon National University Chun Chon, 200 701 Korea
    J Am Chem Soc 125:7301-6. 2003
    ....
  75. ncbi request reprint Core-modified, meso-alkylidenyl porphyrins and their expanded analogues: a new family of nonplanar porphyrinoids
    Seung Doo Jeong
    Department of Chemistry and Institute of Basic Science, Kangwon National University, Chun Chon 200 701, Korea
    J Org Chem 72:6232-40. 2007
    ....
  76. ncbi request reprint Cytosine-substituted metalloporphyrins: receptors for recognition of nucleotides in ion-selective electrodes
    Vladimir Kral
    Department of Analytical Chemistry, Institute of Chemical Technology, 16628 Prague 6, Technicka 5, Czech Republic
    Org Biomol Chem 2:1169-75. 2004
    ..5'-gmp/5'-amp)= 0.045)...
  77. pmc Synthesis and anticancer properties of water-soluble zinc ionophores
    Darren Magda
    Pharmacyclics, Inc, Sunnyvale, California 94085, USA
    Cancer Res 68:5318-25. 2008
    ..Overall, we propose that water-solubilized zinc ionophores represent a potential new class of anticancer agents...
  78. ncbi request reprint Nonlinear optical properties and excited-state dynamics of highly symmetric expanded porphyrins
    Zin Seok Yoon
    Department of Chemistry and Center for Ultrafast Optical Characteristics Control, Yonsei University, Seoul 120 749, Korea
    J Am Chem Soc 128:14128-34. 2006
    ....
  79. ncbi request reprint Chloride anion controlled molecular "switching". Binding of 2,5,7-trinitro-9-dicyanomethylenefluorene-C60 by tetrathiafulvalene calix[4]pyrrole and photophysical generation of two different charge-separated states
    Kent A Nielsen
    Department of Physics and Chemistry, University of Southern Denmark, DK 5230, Odense M, Denmark
    J Am Chem Soc 130:460-2. 2008
  80. ncbi request reprint Supramolecular receptor design: anion-triggered binding of C60
    Kent A Nielsen
    Department of Chemistry, University of Southern Denmark, Odense University, Campusvej 55, 5230, Odense M, Denmark
    Angew Chem Int Ed Engl 45:6848-53. 2006
  81. ncbi request reprint In vitro interaction of macrocyclic photosensitizers with intact mitochondria: a spectroscopic study
    Alla Synytsya
    Faculty of Chemical Technology, Department of Analytical Chemistry, Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic
    Biochim Biophys Acta 1620:85-96. 2003
    ..Obtained spectroscopic results confirm that the binding process altered the self-aggregation degree of expanded porphyrins...

Research Grants25

  1. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2004
    ..These latter species could prove useful in the treatment of ischemia and reperfusion injury. ..
  2. Polypyrrole-based Anion-Binding Agents
    Jonathan Sessler; Fiscal Year: 2007
    ..abstract_text> ..
  3. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2007
    ....
  4. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 2009
    ....
  5. BIOMEDICAL APPLICATIONS OF EXPANDED PORPHYRINS
    Jonathan L Sessler; Fiscal Year: 2010
    ....
  6. Medicinal Inorganic Chemistry ACS Symposium F-2003
    Jonathan Sessler; Fiscal Year: 2003
    ..It is thus expected that the present MIC-ACS symposium will afford a unique opportunity to develop further growth in a field of study that is rich in opportunity and central to the NIH mission. ..
  7. BIOMEDICAL APPLICATION OF EXPANDED PORPHYRINS
    Jonathan Sessler; Fiscal Year: 1999
    ..D. (Squibb Medical Institute), Richard Miller, M.D. and John Leonard, Ph.D. (both of IDEC Pharmaceuticals), J. Lester Matthews, Ph.D. (Baylor Research Foundation), and Tranh Chanh, Ph.D. (Southwest Foundation for Biomedical Research). ..
  8. POLYPYRROLE BASED ANION RECEPTORS
    Jonathan Sessler; Fiscal Year: 2002
    ..In this case, the requisite system will not require a nucleic acid base appendage and should hence be much easier to prepare and test. ..
  9. Oligopyrrole-based Anion Binding Agents
    Jonathan L Sessler; Fiscal Year: 2010
    ..abstract_text> ..