fluorine

Summary

Summary: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.

Top Publications

  1. Helfer B, Balducci A, Sadeghi Z, O Hanlon C, Hijaz A, Flask C, et al. ¹?F MRI tracer preserves in vitro and in vivo properties of hematopoietic stem cells. Cell Transplant. 2013;22:87-97 pubmed publisher
    ..These data support the safety and efficacy of the MRI tracer for clinical tracking of human stem cells...
  2. Bible E, Dell Acqua F, Solanky B, Balducci A, Crapo P, Badylak S, et al. Non-invasive imaging of transplanted human neural stem cells and ECM scaffold remodeling in the stroke-damaged rat brain by (19)F- and diffusion-MRI. Biomaterials. 2012;33:2858-71 pubmed publisher
    ..However, significant developments of both the transplantation paradigm, as well as regenerative imaging, are required to successfully create new tissue in the lesion cavity and to monitor this process non-invasively...
  3. Ribot E, Gaudet J, Chen Y, Gilbert K, Foster P. In vivo MR detection of fluorine-labeled human MSC using the bSSFP sequence. Int J Nanomedicine. 2014;9:1731-9 pubmed publisher
    ..Cellular magnetic resonance imaging (MRI) using fluorine-based nanoemulsions is a great means to detect these transplanted cells in vivo because of the high specificity ..
  4. van Heeswijk R, De Blois J, Kania G, Gonzales C, Blyszczuk P, Stuber M, et al. Selective in vivo visualization of immune-cell infiltration in a mouse model of autoimmune myocarditis by fluorine-19 cardiac magnetic resonance. Circ Cardiovasc Imaging. 2013;6:277-84 pubmed publisher
    The goal of this study was to characterize the performance of fluorine-19 ((19)F) cardiac magnetic resonance (CMR) for the specific detection of inflammatory cells in a mouse model of myocarditis...
  5. Liu J, Cui H, Peng X, Fang J, Zuo Z, Wang H, et al. Dietary high fluorine induces apoptosis and alters Bcl-2, Bax, and caspase-3 protein expression in the cecal tonsil lymphocytes of broilers. Biol Trace Elem Res. 2013;152:25-30 pubmed publisher
    ..The aims of this study were to investigate the effects of high dietary fluorine on apoptosis and the expression of the Bcl-2, Bax, and caspase-3 in the cecal tonsil lymphocytes of broilers...
  6. Weeks A, Chang M. Catalytic control of enzymatic fluorine specificity. Proc Natl Acad Sci U S A. 2012;109:19667-72 pubmed publisher
    ..a fluoroacetyl-CoA thioesterase (FlK) that demonstrates a surprisingly high level of discrimination for a single fluorine substituent on its substrate compared with the cellularly abundant hydrogen analog, acetyl-CoA...
  7. Egli M. The steric hypothesis for DNA replication and fluorine hydrogen bonding revisited in light of structural data. Acc Chem Res. 2012;45:1237-46 pubmed publisher
    ..The idea that shape trumps H-bonding in terms of pol selectivity largely hinges on the belief that fluorine is a poor H-bond acceptor...
  8. Vulpetti A, Dalvit C. Fluorine local environment: from screening to drug design. Drug Discov Today. 2012;17:890-7 pubmed publisher
    b>Fluorine is widely used in the lead optimization phase of drug discovery projects. More recently, fluorine NMR-based spectroscopy has emerged as a versatile, reliable and efficient tool for performing binding and biochemical assays...
  9. Liu J, Horst R, KATRITCH V, Stevens R, Wuthrich K. Biased signaling pathways in ?2-adrenergic receptor characterized by 19F-NMR. Science. 2012;335:1106-10 pubmed publisher
    ..Using site-specific (19)F-NMR (fluorine-19 nuclear magnetic resonance) labels in the ?(2)-adrenergic receptor (?(2)AR) in complexes with various ligands, ..

More Information

Publications62

  1. Huang Y, Wolf S, Koes D, Popowicz G, Camacho C, Holak T, et al. Exhaustive fluorine scanning toward potent p53-Mdm2 antagonists. ChemMedChem. 2012;7:49-52 pubmed publisher
  2. Pathakoti K, Morrow S, Han C, Pelaez M, He X, Dionysiou D, et al. Photoinactivation of Escherichia coli by sulfur-doped and nitrogen-fluorine-codoped TiO2 nanoparticles under solar simulated light and visible light irradiation. Environ Sci Technol. 2013;47:9988-96 pubmed publisher
    ..Visible light (VL) activated sulfur-doped TiO2 (S-TiO2) and nitrogen-fluorine-codoped TiO2 (N-F-TiO2) were synthesized by sol-gel methods and characterized...
  3. Wolters M, Mohades S, Hackeng T, Post M, Kooi M, Backes W. Clinical perspectives of hybrid proton-fluorine magnetic resonance imaging and spectroscopy. Invest Radiol. 2013;48:341-50 pubmed publisher
    The number of applications of fluorine 19 (19F) magnetic resonance (MR) imaging and spectroscopy in biomedical and clinical research is steadily growing...
  4. Walker M, Wen M, Weeks A, Chang M. Temporal and fluoride control of secondary metabolism regulates cellular organofluorine biosynthesis. ACS Chem Biol. 2012;7:1576-85 pubmed
    Elucidating mechanisms of natural organofluorine biosynthesis is essential for a basic understanding of fluorine biochemistry in living systems as well as for expanding biological methods for fluorine incorporation into small molecules of ..
  5. Ozbek N, Akman S. Method development for the determination of fluorine in toothpaste via molecular absorption of aluminum mono fluoride using a high-resolution continuum source nitrous oxide/acetylene flame atomic absorption spectrophotometer. Talanta. 2012;94:246-50 pubmed publisher
    b>Fluorine was determined via the rotational molecular absorption line of aluminum mono fluoride (AlF) generated in C(2)H(2)/N(2)O flame at 227...
  6. Li X, Li H, Liu G, Deng Z, Wu S, Li P, et al. Magnetite-loaded fluorine-containing polymeric micelles for magnetic resonance imaging and drug delivery. Biomaterials. 2012;33:3013-24 pubmed publisher
    ..Fe(3)O(4)) - loaded polymer micelles (denoted as "magnetomicelles") are produced by self-assembly of fluorine-containing amphiphilic poly(HFMA-g-PEGMA) copolymers with oleic acid modified Fe(3)O(4) nanoparticles in an ..
  7. Boehm Sturm P, Mengler L, Wecker S, Hoehn M, Kallur T. In vivo tracking of human neural stem cells with 19F magnetic resonance imaging. PLoS ONE. 2011;6:e29040 pubmed publisher
  8. Li C, Yang W, Liu H, Li M, Zhou W, Xie J. Crystal structures and antifungal activities of fluorine-containing thioureido complexes with nickel(II). Molecules. 2013;18:15737-49 pubmed publisher
    ..The experimental results showed that the ligands and their complexes have antifungal abilities. When the fluorine was substituted on the para-benzoyl moiety, the antifungal activity of the ligands was obviously increased...
  9. Buer B, Marsh E. Fluorine: a new element in protein design. Protein Sci. 2012;21:453-62 pubmed publisher
    Fluorocarbons are quintessentially man-made molecules, fluorine being all but absent from biology...
  10. Liu L, Byeon I, Bahar I, Gronenborn A. Domain swapping proceeds via complete unfolding: a 19F- and 1H-NMR study of the Cyanovirin-N protein. J Am Chem Soc. 2012;134:4229-35 pubmed publisher
    ..The barrier is very large and of similar magnitude to that for equilibrium unfolding of the protein. Therefore, for CV-N, overall unfolding of the polypeptide is required for domain swapping...
  11. Weise G, Basse Lüsebrink T, Kleinschnitz C, Kampf T, Jakob P, Stoll G. In vivo imaging of stepwise vessel occlusion in cerebral photothrombosis of mice by 19F MRI. PLoS ONE. 2011;6:e28143 pubmed publisher
    ..In the present study we compared (19)F MRI with iron-enhanced MRI in mice with photothrombosis (PT) at 7 Tesla. PT represents a model of focal cerebral ischemia exhibiting acute vessel occlusion and delayed neuroinflammation...
  12. Yin Z, Wang Z, Du Y, Qi X, Huang Y, Xue C, et al. Full solution-processed synthesis of all metal oxide-based tree-like heterostructures on fluorine-doped tin oxide for water splitting. Adv Mater. 2012;24:5374-8 pubmed publisher
    ..functional heterostructures, composed of the environmentally friendly oxides ZnO, TiO(2) , and CuO, on a fluorine-doped tin oxide substrate are realized by a practical, cost-effective, solution-processable strategy...
  13. Lee Y, Zeng H, Ruedisser S, Gossert A, Hilty C. Nuclear magnetic resonance of hyperpolarized fluorine for characterization of protein-ligand interactions. J Am Chem Soc. 2012;134:17448-51 pubmed publisher
    b>Fluorine NMR spectroscopy is widely used for detection of protein-ligand interactions in drug discovery because of the simplicity of fluorine spectra combined with a relatively high likelihood for a drug molecule to include at least one ..
  14. Wang P, Wang T, Giesy J, Lu Y. Perfluorinated compounds in soils from Liaodong Bay with concentrated fluorine industry parks in China. Chemosphere. 2013;91:751-7 pubmed publisher
    ..A mass balance approach was introduced to quantify concentrations of Total Fluorine (TF) and Extractable Organic Fluorine (EOF). Concentrations of ?PFCs ranged from <MDL to 3.14 ng g(-1)...
  15. Martín Pintado N, Yahyaee Anzahaee M, Deleavey G, Portella G, Orozco M, Damha M, et al. Dramatic effect of furanose C2' substitution on structure and stability: directing the folding of the human telomeric quadruplex with a single fluorine atom. J Am Chem Soc. 2013;135:5344-7 pubmed publisher
    ..In contrast, 2'F-rG substitution provokes a dramatic destabilization of the quadruplex structure due to unfavorable electrostatic repulsion between the phosphate and the 2'-F...
  16. Shigehisa H, Nishi E, Fujisawa M, Hiroya K. Cobalt-catalyzed hydrofluorination of unactivated olefins: a radical approach of fluorine transfer. Org Lett. 2013;15:5158-61 pubmed publisher
    ..A preliminary mechanistic experiment showed the involvement of a radical intermediate. ..
  17. Shi D, Zhang B, Yang Y, Guan C, He X, Li Y, et al. Bis-triazolyl indoleamines as unique "off-approach-on" chemosensors for copper and fluorine. Analyst. 2013;138:2808-11 pubmed publisher
    Bis-triazolyl indoleamine-based chemosensors that respond to copper, and then fluorine as presumably facilitated by the high-affinity interaction between F(-) and the NH-proton of indole, are reported...
  18. Ahrens E, Zhong J. In vivo MRI cell tracking using perfluorocarbon probes and fluorine-19 detection. NMR Biomed. 2013;26:860-71 pubmed publisher
    ..brief review of preclinical in vivo cell-tracking methods and applications using perfluorocarbon (PFC) probes and fluorine-19 ((19) F) MRI detection...
  19. Stuart A, Tumbleston J, Zhou H, Li W, Liu S, Ade H, et al. Fluorine substituents reduce charge recombination and drive structure and morphology development in polymer solar cells. J Am Chem Soc. 2013;135:1806-15 pubmed publisher
    Three structurally identical polymers, except for the number of fluorine substitutions (0, 1, or 2) on the repeat unit (BnDT-DTBT), are investigated in detail, to further understand the impact of these fluorine atoms on open circuit ..
  20. Hertlein T, Sturm V, Jakob P, Ohlsen K. 19F magnetic resonance imaging of perfluorocarbons for the evaluation of response to antibiotic therapy in a Staphylococcus aureus infection model. PLoS ONE. 2013;8:e64440 pubmed publisher
    ..In the present follow-up study, we investigated the use of this method for in vivo visualization of the effects of antibiotic therapy...
  21. Kadayakkara D, Ranganathan S, Young W, Ahrens E. Assaying macrophage activity in a murine model of inflammatory bowel disease using fluorine-19 MRI. Lab Invest. 2012;92:636-45 pubmed publisher
    ..Due to its high macrophage specificity and quantitative ability, we envisage (19)F MRI having an important role in evaluating a wide range of chronic inflammatory conditions mediated by macrophages...
  22. Shinonaga Y, Arita K. Antibacterial effect of acrylic dental devices after surface modification by fluorine and silver dual-ion implantation. Acta Biomater. 2012;8:1388-93 pubmed publisher
    The purpose of the present study was to examine the effectiveness of fluorine and silver ions implanted and deposited into acrylic resin (poly(methyl methacrylate)) using a hybrid process of plasma-based ion implantation and deposition...
  23. Li Y, Wang W, Hou S. [Safety threshold of fluorine in endemic fluorosis regions in China]. Huan Jing Ke Xue. 2002;23:118-22 pubmed
    ..And the safety threshold of fluoride in different regions was determined. The results have provided a scientific basis for environmental risk assessment of fluoride in China...
  24. Kampf T, Fischer A, Basse Lüsebrink T, Ladewig G, Breuer F, Stoll G, et al. Application of compressed sensing to in vivo 3D ¹?F CSI. J Magn Reson. 2010;207:262-73 pubmed publisher
    ..The gain in scan time provides high flexibility in adjusting measurement parameters. These features make this technique a useful tool for multiple biological and medical applications...
  25. Janjic J, Ahrens E. Fluorine-containing nanoemulsions for MRI cell tracking. Wiley Interdiscip Rev Nanomed Nanobiotechnol. 2009;1:492-501 pubmed publisher
    ..This technology can be widely applied to studies of inflammation, cellular regenerative medicine, and immunotherapy...
  26. Kachur A, Dolbier W, Xu W, Koch C. Catalysis of fluorine addition to double bond: an improvement of method for synthesis of (18)F PET agents. Appl Radiat Isot. 2010;68:293-6 pubmed publisher
    Catalysis for reaction of electrophilic fluorine addition to a fluorinated double bond is described...
  27. Deng H, O Hagan D, Schaffrath C. Fluorometabolite biosynthesis and the fluorinase from Streptomyces cattleya. Nat Prod Rep. 2004;21:773-84 pubmed
    ..Nature has hardly developed a biochemistry around fluorine, yet fluorinated organics are important commercial entities, therefore a biotransformation from inorganic to ..
  28. Olsen J, Banner D, Seiler P, Wagner B, Tschopp T, Obst Sander U, et al. Fluorine interactions at the thrombin active site: protein backbone fragments H-C(alpha)-C=O comprise a favorable C-F environment and interactions of C-F with electrophiles. Chembiochem. 2004;5:666-75 pubmed
    In a systematic fluorine scan of a rigid inhibitor to map the fluorophilicity/fluorophobicity of the active site in thrombin, one or more F substituents were introduced into the benzyl ring reaching into the D pocket...
  29. Klöpffer A, Engels J. Synthesis of 2'-aminoalkyl-substituted fluorinated nucleobases and their influence on the kinetic properties of hammerhead ribozymes. Chembiochem. 2004;5:707-16 pubmed
  30. McCollum E, Pitz W, Simmonds N, Becker J, Shipley P, Bunting R. The effect of additions of fluorine to the diet of the rat on the quality of the teeth. 1925. Studies on experimental rickets. XXI. An experimental demonstration of the existence of a vitamin which promotes calcium deposition. 1922. The effect of add. J Biol Chem. 2002;277:E8 pubmed
  31. Golbik R, Yu C, Weyher Stingl E, Huber R, Moroder L, Budisa N, et al. Peptidyl prolyl cis/trans-isomerases: comparative reactivities of cyclophilins, FK506-binding proteins, and parvulins with fluorinated oligopeptide and protein substrates. Biochemistry. 2005;44:16026-34 pubmed
    ..The number of critical subsites was shown to vary between the PPIase families...
  32. Luy B, Marino J. Measurement and application of 1H-19F dipolar couplings in the structure determination of 2'-fluorolabeled RNA. J Biomol NMR. 2001;20:39-47 pubmed
    ..methods designed to measure both the sign and magnitude of long-range 1H-19F dipolar couplings in selectively fluorine labeled RNA oligonucleotides oriented in solution by a liquid crystalline medium...
  33. Filler R, Saha R. Fluorine in medicinal chemistry: a century of progress and a 60-year retrospective of selected highlights. Future Med Chem. 2009;1:777-91 pubmed publisher
    This perspective explores the origins of both fluorine and medicinal chemistry a century ago and traces the early history of the intersection of these areas and the subsequent roles that fluorine has played in advancing medicinal ..
  34. Moumne R, Pasco M, Prost E, Lecourt T, Micouin L, Tisne C. Fluorinated diaminocyclopentanes as chiral sensitive NMR probes of RNA structure. J Am Chem Soc. 2010;132:13111-3 pubmed publisher
    ..This work provides a proof of concept that small fluorinated moderate binders can act as external probes of RNA structures...
  35. Weeks A, Coyle S, Jinek M, Doudna J, Chang M. Structural and biochemical studies of a fluoroacetyl-CoA-specific thioesterase reveal a molecular basis for fluorine selectivity. Biochemistry. 2010;49:9269-79 pubmed publisher
    We have initiated a broad-based program aimed at understanding the molecular basis of fluorine specificity in enzymatic systems, and in this context, we report crystallographic and biochemical studies on a fluoroacetyl-coenzyme A (CoA) ..
  36. Yeung L, Miyake Y, Taniyasu S, Wang Y, Yu H, So M, et al. Perfluorinated compounds and total and extractable organic fluorine in human blood samples from China. Environ Sci Technol. 2008;42:8140-5 pubmed
    ..PFOS was found to be the dominant PFC ranging from 0.446-83.1 ng/mL. Total fluorine (TF) and extractable organic fluorine (EOF) also were measured in the blood samples using combustion ion ..
  37. Chandra S, Kabalka G, Lorey D, Smith D, Coderre J. Imaging of fluorine and boron from fluorinated boronophenylalanine in the same cell at organelle resolution by correlative ion microscopy and confocal laser scanning microscopy. Clin Cancer Res. 2002;8:2675-83 pubmed
    There is a clear need for a technique that provides subcellular locations of fluorine and boron atoms from fluorinated neutron capture agents because positron emission tomography is being tested as a tool for providing tumor boron ..
  38. Zhao D, Jiang L, Mason R. Measuring changes in tumor oxygenation. Methods Enzymol. 2004;386:378-418 pubmed
  39. Zhou P, Zou J, Tian F, Shang Z. Fluorine bonding--how does it work in protein-ligand interactions?. J Chem Inf Model. 2009;49:2344-55 pubmed publisher
    ..their metabolic stability and membrane permeation, the functionality of protein-ligand interactions involving fluorine atoms (fluorine bonding) was only recently recognized in the chemistry and biology communities...
  40. Watts J, Martín Pintado N, Gómez Pinto I, Schwartzentruber J, Portella G, Orozco M, et al. Differential stability of 2'F-ANA*RNA and ANA*RNA hybrid duplexes: roles of structure, pseudohydrogen bonding, hydration, ion uptake and flexibility. Nucleic Acids Res. 2010;38:2498-511 pubmed publisher
    ..Thus the dramatically increased stability of 2'F-ANA*RNA and ANA*RNA duplexes is caused by differences in at least four areas, of which structure and pseudohydrogen bonding are the most important...
  41. Tomalia D. Supramolecular chemistry: fluorine makes a difference. Nat Mater. 2003;2:711-2 pubmed
  42. Dalvit C, Vulpetti A. Fluorine-protein interactions and ¹?F?NMR isotropic chemical shifts: An empirical correlation with implications for drug design. ChemMedChem. 2011;6:104-14 pubmed publisher
    An empirical correlation between the fluorine isotropic chemical shifts, measured by ¹?F?NMR spectroscopy, and the type of fluorine-protein interactions observed in crystal structures is presented...
  43. Chae G, Yun S, Mayer B, Kim K, Kim S, Kwon J, et al. Fluorine geochemistry in bedrock groundwater of South Korea. Sci Total Environ. 2007;385:272-83 pubmed
    ..This provides a basis for a proper management plan to develop the deep thermal groundwater and for treatment of high fluoride groundwater frequently found in South Korea...
  44. Olejniczak M, Gdaniec Z, Fischer A, Grabarkiewicz T, Bielecki L, Adamiak R. The bulge region of HIV-1 TAR RNA binds metal ions in solution. Nucleic Acids Res. 2002;30:4241-9 pubmed
    ..The chemical shift changes of fluorine resonances FU-23, FU-25 and FU-40 upon titration with Mg2+ and Ca2+ ions indicated specific, although weak, ..
  45. Bonetto F, Srinivas M, Heerschap A, Mailliard R, Ahrens E, Figdor C, et al. A novel (19)F agent for detection and quantification of human dendritic cells using magnetic resonance imaging. Int J Cancer. 2011;129:365-73 pubmed publisher
    ..This is well within acceptable limits for clinical studies, and thus, we conclude that (19)F MRI for quantitative cell tracking in a clinical setting has great potential...
  46. Jiang Y, McDowell L, Poliks B, Studelska D, Cao C, Potter G, et al. Recognition of an unnatural difluorophenyl nucleotide by uracil DNA glycosylase. Biochemistry. 2004;43:15429-38 pubmed
  47. Pallan P, Greene E, Jicman P, Pandey R, Manoharan M, Rozners E, et al. Unexpected origins of the enhanced pairing affinity of 2'-fluoro-modified RNA. Nucleic Acids Res. 2011;39:3482-95 pubmed publisher
  48. Chen Y, Miao X. Thermal and chemical stability of fluorohydroxyapatite ceramics with different fluorine contents. Biomaterials. 2005;26:1205-10 pubmed
    ..In this study, several fluorine-substituted hydroxyapatite (FHA) ceramics with the general chemical formula Ca10(PO4)6(OH)(2-2x)F2x, where x = 0...
  49. Dandapani S, Jeske M, Curran D. Synthesis of all 16 stereoisomers of pinesaw fly sex pheromones--tools and tactics for solving problems in fluorous mixture synthesis. J Org Chem. 2005;70:9447-62 pubmed
    ..This paper presents the details of the FMS of pine sawfly sex pheromones with an emphasis on identification and solving of problems encountered when working with fluorous mixtures...
  50. Srinivas M, Heerschap A, Ahrens E, Figdor C, de Vries I. (19)F MRI for quantitative in vivo cell tracking. Trends Biotechnol. 2010;28:363-70 pubmed publisher
    ..We review the application of (19)F MRI to cell tracking, discussing intracellular (19)F labels, cell labeling and in vivo quantification, as well as the potential clinical uses of (19)F MRI...
  51. Lai J, Kool E. Selective pairing of polyfluorinated DNA bases. J Am Chem Soc. 2004;126:3040-1 pubmed
    ..Our findings suggest that polyfluoroaromatic bases might be employed as a new, selective base-pairing system orthogonal to the natural genetic system...
  52. Ferro S, De Luca L, Barreca M, Iraci N, De Grazia S, Christ F, et al. Docking studies on a new human immunodeficiency virus integrase-Mg-DNA complex: phenyl ring exploration and synthesis of 1H-benzylindole derivatives through fluorine substitutions. J Med Chem. 2009;52:569-73 pubmed publisher
    ..It was used to study the binding mode of integrase strand transfer inhibitor 1 (CHI-1043) and other fluorine analogues...
  53. Morawski A, Winter P, Yu X, Fuhrhop R, Scott M, Hockett F, et al. Quantitative "magnetic resonance immunohistochemistry" with ligand-targeted (19)F nanoparticles. Magn Reson Med. 2004;52:1255-62 pubmed