Summary: A carbodiimide that is used as a chemical intermediate and coupling agent in peptide synthesis. (From Hawley's Condensed Chemical Dictionary, 12th ed)

Top Publications

  1. Fearnley I, Walker J, Martinus R, Jolly R, Kirkland K, Shaw G, et al. The sequence of the major protein stored in ovine ceroid lipofuscinosis is identical with that of the dicyclohexylcarbodiimide-reactive proteolipid of mitochondrial ATP synthase. Biochem J. 1990;268:751-8 pubmed
  2. Novakova Z, Surín S, Blasko J, Majernik A, Smigán P. Membrane proteins and squalene-hydrosqualene profile in methanoarchaeon Methanothermobacter thermautotrophicus resistant to N,N'-dicyclohexylcarbodiimide. Folia Microbiol (Praha). 2008;53:237-40 pubmed publisher
    The biochemical basis of a defective bioenergetic system was attempted to be determined in N,N'-dicyclohexylcarbodiimide (DCCD)-resistant mutant of Methanothermobacter thermautotrophicus...
  3. Mizutani K, Yamamoto M, Suzuki K, Yamato I, Kakinuma Y, Shirouzu M, et al. Structure of the rotor ring modified with N,N'-dicyclohexylcarbodiimide of the Na+-transporting vacuolar ATPase. Proc Natl Acad Sci U S A. 2011;108:13474-9 pubmed publisher
    ..affinity of the rotor ring (K ring) for 22Na(+) decreased approximately 30-fold by reaction with N,N(')-dicyclohexylcarbodiimide (DCCD), and determined the crystal structures of Na(+)-bound and Na(+)-unbound K rings modified with DCCD ..
  4. Jung H, Lee D. Synergistic antibacterial effect between silybin and N,N'-dicyclohexylcarbodiimide in clinical Pseudomonas aeruginosa isolates. J Microbiol. 2008;46:462-7 pubmed publisher
    ..In this study, the effects of a combination of silybin with N,N'-dicyclohexylcarbodiimide (DCCD) against clinical isolates of Pseudomonas aeruginosa were investigated...
  5. Valiyaveetil F, Hermolin J, Fillingame R. pH dependent inactivation of solubilized F1F0 ATP synthase by dicyclohexylcarbodiimide: pK(a) of detergent unmasked aspartyl-61 in Escherichia coli subunit c. Biochim Biophys Acta. 2002;1553:296-301 pubmed
    The pH dependence of the reaction of dicyclohexylcarbodiimide with the essential aspartyl-61 residue in subunit c of Escherichia coli ATP synthase was compared in membranes and in a detergent dispersed preparation of the enzyme...
  6. Ferguson S, Keis S, Cook G. Biochemical and molecular characterization of a Na+-translocating F1Fo-ATPase from the thermoalkaliphilic bacterium Clostridium paradoxum. J Bacteriol. 2006;188:5045-54 pubmed
    ..8 and 56 degrees C. Under these conditions, growth is sensitive to the F-type ATP synthase inhibitor N,N'-dicyclohexylcarbodiimide (DCCD), suggesting an important role for this enzyme in the physiology of C. paradoxum...
  7. Meier T, Matthey U, von Ballmoos C, Vonck J, Krug von Nidda T, Kuhlbrandt W, et al. Evidence for structural integrity in the undecameric c-rings isolated from sodium ATP synthases. J Mol Biol. 2003;325:389-97 pubmed
    ..Different crystal contacts were induced after treatment of the crystals with dicyclohexylcarbodiimide (DCCD), which is consistent with the binding of the inhibitor to glutamate 65 in the C-terminal helix on ..
  8. Al Jamal J. Involvement of porin N,N-dicyclohexylcarbodiimide-reactive domain in hexokinase binding to the outer mitochondrial membrane. Protein J. 2005;24:1-8 pubmed
    ..This study examined the role of the N,N-dicyclohexylcarbodiimide-binding domain of mitochondrial porin in binding to hexokinase 1...
  9. Chen J, Zhang J, Zhang W, Chen Z. Sensitive determination of the potential biomarker sarcosine for prostate cancer by LC-MS with N,N'-dicyclohexylcarbodiimide derivatization. J Sep Sci. 2014;37:14-9 pubmed publisher
    ..of sarcosine and the two isomers by LC with ion-trap MS through a novel derivatization reagent N,N'-dicyclohexylcarbodiimide. N,N'-Dicyclohexylcarbodiimide is usually considered as a condensation reagent, however, it was directly ..

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  1. De Pinto V, al Jamal J, Palmieri F. Location of the dicyclohexylcarbodiimide-reactive glutamate residue in the bovine heart mitochondrial porin. J Biol Chem. 1993;268:12977-82 pubmed
    ..the outer mitochondrial membrane, was found to be one of only three mitochondrial proteins bound by [14C]dicyclohexylcarbodiimide (DCCD) at low dosages (1.5 nmol/mg of mitochondrial porin) (De Pinto, V., Tommasino, M., Benz, R...
  2. Weber J, Senior A. Effects of the inhibitors azide, dicyclohexylcarbodiimide, and aurovertin on nucleotide binding to the three F1-ATPase catalytic sites measured using specific tryptophan probes. J Biol Chem. 1998;273:33210-5 pubmed
    ..three catalytic sites of Escherichia coli F1-ATPase was measured in the presence of the inhibitors azide, dicyclohexylcarbodiimide, and aurovertin to elucidate mechanisms of inhibition...
  3. Pogoryelov D, Krah A, Langer J, Yildiz O, Faraldo Gómez J, Meier T. Microscopic rotary mechanism of ion translocation in the F(o) complex of ATP synthases. Nat Chem Biol. 2010;6:891-9 pubmed publisher
    ..atomic structures of the c(15) rotor from crystals grown at low pH, soaked at high pH and, after N,N'-dicyclohexylcarbodiimide (DCCD) modification, resolved at 1.8, 3.0 and 2.2 Å, respectively...
  4. Tanabe M, Nishio K, Iko Y, Sambongi Y, Iwamoto Kihara A, Wada Y, et al. Rotation of a complex of the gamma subunit and c ring of Escherichia coli ATP synthase. The rotor and stator are interchangeable. J Biol Chem. 2001;276:15269-74 pubmed
    ..These results indicate that the gammaepsilonc(10-14) complex is a mechanical unit of the enzyme and that it can be used as a rotor or a stator experimentally, depending on the subunit immobilized. ..
  5. Torgomyan H. Effects of low intensity electromagnetic irradiation of 70.6 and 73 GHz frequencies and antibiotics on energy-dependent proton and potassium ion transport by E. coli. Indian J Biochem Biophys. 2012;49:428-34 pubmed
    ..The results of E. coli H+ and K+ transport systems activities depression by irradiation and the irradiation effect on DCCD and antibiotics action indicated the EMI and antibiotics causing primary changes in the bacterial membrane. ..
  6. Pali T, Whyteside G, Dixon N, Kee T, Ball S, Harrison M, et al. Interaction of inhibitors of the vacuolar H(+)-ATPase with the transmembrane Vo-sector. Biochemistry. 2004;43:12297-305 pubmed
    ..with a nitroxyl maleimide, or on the functionally essential glutamate E140, with a nitroxyl analogue of dicyclohexylcarbodiimide (DCCD). These residues were previously demonstrated to be accessible to lipid...
  7. Ogunjimi E, Pokalsky C, Shroyer L, Prochaska L. Evidence for a conformational change in subunit III of bovine heart mitochondrial cytochrome c oxidase. J Bioenerg Biomembr. 2000;32:617-26 pubmed
    ..Previous work has shown that chemical modification of subunit III with N,N'-dicyclohexylcarbodiimide (DCCD) reduced the proton-pumping efficiency of the enzyme by an unknown mechanism...
  8. Pitriuk A, Detkova E, Pusheva M. [Comparative study of the energy metabolism of anaerobic alkaliphiles from soda lakes]. Mikrobiologiia. 2004;73:293-9 pubmed
    ..It was shown that blockage of oxidative phosphorylation by the addition of N,N'-dicyclohexylcarbodiimide (DCCD), an inhibitor of F1F0 ATP synthase, resulted in a complete arrest of the growth of the acetogenic ..
  9. McGowan C, Cover T, Blaser M. Analysis of F1F0-ATPase from Helicobacter pylori. Infect Immun. 1997;65:2640-7 pubmed
    ..were incubated for 60 min in buffered solutions at pH 7, 6, 5, or 4, with or without 100 microM N,N'-dicyclohexylcarbodiimide (DCCD), a specific inhibitor of F1F0-ATPase...
  10. Basselin M, Hunt S, Abdala Valencia H, Kaneshiro E. Ubiquinone synthesis in mitochondrial and microsomal subcellular fractions of Pneumocystis spp.: differential sensitivities to atovaquone. Eukaryot Cell. 2005;4:1483-92 pubmed
    ..CoQ synthesis in whole-cell homogenates was not affected by the respiratory inhibitors antimycin A and dicyclohexylcarbodiimide but was diminished by atovaquone...
  11. Bashir S, Ryan P, McFadden J, Rycroft R. Contact dermatitis from dicyclohexylcarbodiimide. Contact Dermatitis. 2007;56:151-2 pubmed
  12. Takahashi T, Takahashi K. N,N'-dicyclohexylcarbodiimide is a specific, reversible inhibitor of proline-beta-naphthylamidase. Biochem Biophys Res Commun. 1990;168:1001-6 pubmed
    N,N'-Dicyclohexylcarbodiimide (DCCD) was found to inhibit the activity of proline-beta-naphthylamidase purified from porcine intestinal mucosa...
  13. Skliar T, Krysenko A, Kozitskaia S, Gavriliuk V, Vinnikov A. [ATPase activity of Neisseria gonorrhoeae and Staphylococcus aureus strains]. Mikrobiol Z. 2001;63:21-6 pubmed
    ..ATPase activity in the strains of bacteria containing antibiotic-resistant plasmids is established to increase 1.2-2.8 times for gonococcus and 1.2-2.7 for staphylococcus as compared to sensitive ones. ..
  14. Shreaz S, Bhatia R, Khan N, Muralidhar S, Manzoor N, Khan L. Influences of cinnamic aldehydes on H? extrusion activity and ultrastructure of Candida. J Med Microbiol. 2013;62:232-40 pubmed publisher
    ..Inhibition levels of H(+)-efflux caused by plasma membrane ATPase inhibitors N,N'-dicyclohexylcarbodiimide (100 µM) and diethylstilbestrol (10 µM) were 34, 45 and 44?%, and 57, 39 and 35?%, for standard-..
  15. Biswas N, Yu T, Kimyon O, Nizalapur S, Gardner C, Manefield M, et al. Synthesis of antimicrobial glucosamides as bacterial quorum sensing mechanism inhibitors. Bioorg Med Chem. 2017;25:1183-1194 pubmed publisher
    ..12 was performed via the 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) and N,N'-dicyclohexylcarbodiimide (DCC) coupling methods. All of the synthesized compounds were tested against two bacterial strains, P...
  16. Villinger S, Briones R, Giller K, Zachariae U, Lange A, de Groot B, et al. Functional dynamics in the voltage-dependent anion channel. Proc Natl Acad Sci U S A. 2010;107:22546-51 pubmed publisher
  17. Feng Y, Ning B, Su P, Wang H, Wang C, Chen F, et al. An immunoassay for bisphenol A based on direct hapten conjugation to the polystyrene surface of microtiter plates. Talanta. 2009;80:803-8 pubmed publisher
    ..BVA) which is analogue of BPA, was successfully immobilized on the surface of microtiter plates by N,N'-dicyclohexylcarbodiimide (DCC) method...
  18. Kim S, Ihara K, Katsube S, Hori H, Ando T, Isogai E, et al. Characterization of the l-alanine exporter AlaE of Escherichia coli and its potential role in protecting cells from a toxic-level accumulation of l-alanine and its derivatives. Microbiologyopen. 2015;4:632-43 pubmed publisher
    ..H]l-alanine was strongly inhibited in the presence of carbonyl cyanide m-chlorophenylhydrazone but not by dicyclohexylcarbodiimide, suggesting that the AlaE-mediated l-alanine extrusion was driven by proton motive force...
  19. Vodeneev V, Piatygin S. [Metabolic dependence of cooling-induced action potential generation in excitable cells of pumpkin stem]. Tsitologiia. 2007;49:973-6 pubmed
    ..It has been supposed that the calcium signal is important coupling factor between the AP generation and the metabolism of excitable cells. ..
  20. Blbulyan S, Trchounian A. Impact of membrane-associated hydrogenases on the F₀F₁-ATPase in Escherichia coli during glycerol and mixed carbon fermentation: ATPase activity and its inhibition by N,N'-dicyclohexylcarbodiimide in the mutants lacking hydrogenases. Arch Biochem Biophys. 2015;579:67-72 pubmed publisher
    ..coli wild type and different Hyd mutants and its inhibition by N,N'-dicyclohexylcarbodiimide (DCCD) were first investigated. ATPase activity was higher in glycerol fermented wild type cells at pH 7...
  21. Bhattacharjee J, Das S, Kottalanka R, Panda T. Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(iv) complex. Dalton Trans. 2016;45:17824-17832 pubmed
    ..However, ambient temperature was needed for hydroamination of 1,3-dicyclohexylcarbodiimide. The amine addition reactions with isocyanates showed first order kinetics with respect to catalyst 1 as ..
  22. Josse D, Xie W, Renault F, Rochu D, Schopfer L, Masson P, et al. Identification of residues essential for human paraoxonase (PON1) arylesterase/organophosphatase activities. Biochemistry. 1999;38:2816-25 pubmed
    ..PON1 chemical modification with the Trp-selective reagent, N-bromosuccinimide, and the Asp/Glu-selective, dicyclohexylcarbodiimide, established that Trp and Asp/Glu residues are components of the PON1 active center and calcium-binding ..
  23. Rasmussen O, Shirvan M, Margalit H, Christiansen C, Rottem S. Nucleotide sequence, organization and characterization of the atp genes and the encoded subunits of Mycoplasma gallisepticum ATPase. Biochem J. 1992;285 ( Pt 3):881-8 pubmed
    ..gallisepticum enzyme to dicyclohexylcarbodiimide and aurovertin...
  24. Alekseeva V, Gordon L, Kolesnikov O, Tsentsevitskii A. [The influence of plasma membrane ion permeability modulators on superoxide formation and bioelectrical characteristics of wheat root cells]. Tsitologiia. 2005;47:578-83 pubmed
  25. Rhoads D, Brunner Neuenschwander B, Levings C, Siedow J. Cross-linking and disulfide bond formation of introduced cysteine residues suggest a modified model for the tertiary structure of URF13 in the pore-forming oligomers. Arch Biochem Biophys. 1998;354:158-64 pubmed
    ..Sequential cross-linking of URF13-R81C oligomers with bismaleimidohexane (Cys-Cys cross-linker) and N,N'-dicyclohexylcarbodiimide (Lys-Asp/Glu cross-linker) suggests that URF13 oligomers consist of an even number of monomers.
  26. Yang X, Gong B. Template-assisted cross olefin metathesis. Angew Chem Int Ed Engl. 2005;44:1352-6 pubmed
  27. Aslangul E, Massias L, Meulemans A, Chau F, Andremont A, Courvalin P, et al. Acquired gentamicin resistance by permeability impairment in Enterococcus faecalis. Antimicrob Agents Chemother. 2006;50:3615-21 pubmed
    ..accumulation was observed in 1688-G3 compared to JH2-2 and was only partially reversible by the N,N'-dicyclohexylcarbodiimide (DCCD) uncoupler agent. The lower sensitivity of 1688-G3 to DCCD suggested alteration of the FoF1-ATPase...
  28. Ogino S, Sato Y, Yamamoto G, Sasamori K, Kimura H, Hashida T, et al. Relation of the number of cross-links and mechanical properties of multi-walled carbon nanotube films formed by a dehydration condensation reaction. J Phys Chem B. 2006;110:23159-63 pubmed
    ..Multi-walled carbon nanotube (MWCNT) films were prepared by employing a condensation reaction utilizing 1,3-dicyclohexylcarbodiimide (DCC) to cross-link each MWCNT with carboxylic acid and hydroxyl groups...
  29. Vinš P, Černý I, Mikšátková P, Drašar P. Synthesis of 5α-androstane-3α,17β-diol 17-O-glucuronide histaminyl conjugate for immunoassays. Steroids. 2016;109:56-9 pubmed publisher
    ..Improved method of glucuronide derivative synthesis was used, followed by hydroxybenzotriazole-dicyclohexylcarbodiimide coupling with histamine.
  30. Tchernov D, Helman Y, Keren N, Luz B, Ohad I, Reinhold L, et al. Passive entry of CO2 and its energy-dependent intracellular conversion to HCO3- in cyanobacteria are driven by a photosystem I-generated deltamuH+. J Biol Chem. 2001;276:23450-5 pubmed
    ..CCCP) and ammonia but substantially less so by the inhibitors of ATP formation arsenate and N, N,-dicyclohexylcarbodiimide (DCCD)...
  31. Liu J, Fujisawa M, Hicks D, Krulwich T. Characterization of the Functionally Critical AXAXAXA and PXXEXXP Motifs of the ATP Synthase c-Subunit from an Alkaliphilic Bacillus. J Biol Chem. 2009;284:8714-25 pubmed publisher
    ..impact of the four alanine replacements, the mutant ATPase activity showed enhanced inhibition by dicyclohexylcarbodiimide, which blocks the helix-2 carboxylate...
  32. Flythe M, Russell J. Effect of acidic pH on the ability of Clostridium sporogenes MD1 to take up and retain intracellular potassium. FEMS Microbiol Lett. 2007;267:46-50 pubmed
    ..MD1 accumulated potassium even though it had little protonmotive force, but an ATPase inhibitor (N, N'- dicyclohexylcarbodiimide) prevented this uptake...
  33. Singh A, Bragg P. The pyridine-nucleotide transhydrogenase of Salmonella typhimurium. J Gen Microbiol. 1974;82:237-46 pubmed
  34. Hoppe J, Schairer H, Sebald W. Identification of amino-acid substitutions in the proteolipid subunit of the ATP synthase from dicyclohexylcarbodiimide-resistant mutants of Escherichia coli. Eur J Biochem. 1980;112:17-24 pubmed
    ..strains from Escherichia coli K12, selected for their increased resistance towards the inhibitor N,N'-dicyclohexylcarbodiimide. All six inhibitor-resistant mutants were found to be altered at the same position of the proteolipid, ..
  35. Halang P, Leptihn S, Meier T, Vorburger T, Steuber J. The function of the Na+-driven flagellum of Vibrio cholerae is determined by osmolality and pH. J Bacteriol. 2013;195:4888-99 pubmed publisher
    ..Both PomA and PomB were modified by N,N'-dicyclohexylcarbodiimide (DCCD), indicating the presence of protonated carboxyl groups in the hydrophobic regions of the two ..
  36. Yoshimune K, Morimoto H, Hirano Y, Sakamoto J, Matsuyama H, Yumoto I. The obligate alkaliphile Bacillus clarkii K24-1U retains extruded protons at the beginning of respiration. J Bioenerg Biomembr. 2010;42:111-6 pubmed publisher
    ..The increased lag time for B. clarkii may represent the Delta psi-dependent proton retention on the outer surface of the cytoplasmic membrane to generate a sufficient Delta pH under alkaline conditions. ..
  37. Bryant R, Laishley E. Evidence for proton motive force dependent transport of selenite by Clostridium pasteurianum. Can J Microbiol. 1989;35:481-6 pubmed
    ..The proton conductor, carbonyl cyanide m-chlorophenylhydrazone, inhibited SeO3(2-) uptake while N,N'-dicyclohexylcarbodiimide prevented SeO3(2-) uptake by presumably inhibiting the unidirectional ATPase...
  38. Brierley G, Davis M, Jung D. Intravesicular pH changes in submitochondrial particles induced by monovalent cations: relationship to the Na+/H+ and K+/H+ antiporters. Arch Biochem Biophys. 1988;264:417-27 pubmed
    ..change in pHi, like the K+/H+ antiport in intact mitochondria, is inhibited by quinine and by dicyclohexylcarbodiimide. The Na+-dependent reaction is only partially inhibited by these reagents...
  39. Rao T, Yano K, Iijima M, Yamauchi A, Tatsumi J. Regulation of rhizosphere acidification by photosynthetic activity in cowpea (Vigna unguiculata L. walp.) seedlings. Ann Bot. 2002;89:213-20 pubmed
    ..The results indicate that light-induced acidification in cowpea seedlings is regulated by photosynthetic activity, but is not due to excess uptake of cations. ..
  40. Ota A, Morishita H. Characterization of ATPase activity in the mycelial form cells of yeast Saccharomycopsis fibuligera. Int J Biochem. 1988;20:147-54 pubmed
    ..2. Optimal pH for the activity was about 9.5. 3. The activity was stimulated by Mg2+. 4. The activity was inhibited by DCCD, NaF and oligomycin, but not inhibited by ouabain...
  41. Wang Y, Beattie D. Molecular modeling studies of the DCCD-treated cytochrome bc1 complex: predicted conformational changes and inhibition of proton translocation. J Bioenerg Biomembr. 2002;34:81-8 pubmed
    b>Dicyclohexylcarbodiimide (DCCD) binds covalently to an acidic amino acid located in the cd loop connecting membrane-spanning helices C and D of cytochrome b resulting in an inhibition of proton translocation in the cytochrome bc1 complex ..
  42. Tsvetkova B, Tencheva J, Peikov P. Esterification of 7-theophyllineacetic acid with diethylene glycol monomethyl ether. Acta Pharm. 2006;56:251-7 pubmed
    ..of esterification of 7-theophyllineacetic acid with diethylene glycol monomethyl ether in the presence of dicyclohexylcarbodiimide and 4-dimethylaminopyridine as catalyst was studied...
  43. Bender G, Sutton S, Marquis R. Acid tolerance, proton permeabilities, and membrane ATPases of oral streptococci. Infect Immun. 1986;53:331-8 pubmed
    ..salivarius were pH 6 and 6.6 min. The ATPase inhibitor dicyclohexylcarbodiimide acted to increase markedly the permeability of each organism to protons, and this action indicated that ..
  44. Surh I, Behl M, Elmore S, Chhabra R. Comparative dermal toxicity of dicyclohexylcarbodiimide and diisopropylcarbodiimide in rodents. Cutan Ocul Toxicol. 2012;31:177-87 pubmed publisher
    b>Dicyclohexylcarbodiimide (DCC) and Diisopropylcarbodiimide (DIC) are two representative chemicals in the carbodiimide class of chemicals used in industry as stabilizing agents...
  45. Brierley G, Jung D. Kinetic properties of the K+/H+ antiport of heart mitochondria. Biochemistry. 1990;29:408-15 pubmed
    ..The exchange is inhibited by quinine, dicyclohexylcarbodiimide, and exogenous Mg2+, but not by Li+...
  46. Tadevosyan H, Kalantaryan V, Trchounian A. Extremely high frequency electromagnetic radiation enforces bacterial effects of inhibitors and antibiotics. Cell Biochem Biophys. 2008;51:97-103 pubmed publisher
    ..Moreover, the enforced effects of the N,N'-dicyclohexylcarbodiimide (DCCD), inhibitor of H(+)-transporting F(0)F(1)-ATPase, on energy-dependent H(+) efflux by whole cells ..
  47. Yun Z, Zhengtao D, Jiachang Y, Fangqiong T, Qun W. Using cadmium telluride quantum dots as a proton flux sensor and applying to detect H9 avian influenza virus. Anal Biochem. 2007;364:122-7 pubmed
    ..that these QD-labeled chromatophores were responding to proton flux pumping driven by ATP synthesis, N,N'-dicyclohexylcarbodiimide (DCCD) was used as an inhibitor of ATPase activity...
  48. Bloc A, Bugnard E, Dunant Y, Falk Vairant J, Israel M, Loctin F, et al. Acetylcholine synthesis and quantal release reconstituted by transfection of mediatophore and choline acetyltranferase cDNAs. Eur J Neurosci. 1999;11:1523-34 pubmed
  49. Trchounian A, Kobayashi H. Kup is the major K+ uptake system in Escherichia coli upon hyper-osmotic stress at a low pH. FEBS Lett. 1999;447:144-8 pubmed
    ..Valinomycin, arsenate and N,N'-dicyclohexylcarbodiimide were not effective in changing the K+ uptake. It is suggested that Kup is the major K+ uptake system in E...
  50. Nesci S, Ventrella V, Trombetti F, Pirini M, Pagliarani A. Multi-site TBT binding skews the inhibition of oligomycin on the mitochondrial Mg-ATPase in Mytilus galloprovincialis. Biochimie. 2011;93:1157-64 pubmed publisher
    ..is shown to be confined to inhibitors of transmembrane domain F(0), namely oligomycin and N,N'-dicyclohexylcarbodiimide (DCCD)...
  51. Grijpma D, Hou Q, Feijen J. Preparation of biodegradable networks by photo-crosslinking lactide, epsilon-caprolactone and trimethylene carbonate-based oligomers functionalized with fumaric acid monoethyl ester. Biomaterials. 2005;26:2795-802 pubmed
    ..and trimethylene carbonate based oligomers and fumaric acid monoethyl ester in the presence of N,N-dicyclohexylcarbodiimide and 4-dimethylamino pyridine at room temperature...
  52. Wachter E, Schmid R, Deckers G, Altendorf K. Amino acid replacement in dicyclohexylcarbodiimide-reactive proteins from mutant strains of Escherichia coli defective in the energy-transducing ATPase complex. FEBS Lett. 1980;113:265-70 pubmed
  53. Zolotareva E, Dovbysh E, Onoiko E. [Comparative study of inhibiting photophosphorylation and light-activated ATP hydrolysis in pea chloroplasts by N,N'-dicyclohexylcarbodiimide]. Ukr Biokhim Zh (1999). 2001;73:61-8 pubmed
    Inhibition kinetics of photophosporylation in chloroplast preparations preincubated by N,N'-dicyclohexylcarbodiimide (DCCD) in darkness has been studied...
  54. Chen J, Chen Q, Chen Z. Enhancing sensitivity of liquid chromatographic/ion-trap mass spectrometric determination of jasmonic acid by derivatization with N,N'-dicyclohexylcarbodiimide. Analyst. 2012;137:5436-40 pubmed publisher
    ..reaction which was often considered as a side reaction in the formation of amides and esters using N,N'-dicyclohexylcarbodiimide (DCC) as a condensation reagent. While in this study, DCC was used as a derivatization reagent directly...
  55. Tomashek J, Poposki J, Brusilow W. A functional His-tagged c subunit of the Escherichia coli F-type ATPase/Synthase. Arch Biochem Biophys. 2001;387:180-7 pubmed
    ..These experiments demonstrate the feasibility of tagging the c subunit for further studies of the F0 and suggest an important role for the N-terminus of the c subunit in either assembly or function of the protein. ..
  56. Falkenstein E, Eisen C, Schmieding K, Krautkramer M, Stein C, Losel R, et al. Chemical modification and structural analysis of the progesterone membrane binding protein from porcine liver membranes. Mol Cell Biochem. 2001;218:71-9 pubmed
    ..all reagents tested, agents with specificity for carboxyl groups, methionine and tryptophan such as N,N'-dicyclohexylcarbodiimide, chloramine T and N-bromosuccinimide induced a reduction in [3H]progesterone binding...
  57. Schulz S, Iglesias Cans M, Krah A, Yildiz O, Leone V, Matthies D, et al. A new type of Na(+)-driven ATP synthase membrane rotor with a two-carboxylate ion-coupling motif. PLoS Biol. 2013;11:e1001596 pubmed publisher
    ..The structure thus reveals a new mode of ion coupling in ATP synthases and provides a basis for drug-design efforts against this opportunistic pathogen. ..
  58. Solana S, Reglero A A, Martínez Blanco H, Revilla Nuin B, Bravo I, Rodriguez Aparicio L, et al. N-Acetylneuraminic acid uptake in Pasteurella (Mannheimia) haemolytica A2 occurs by an inducible and specific transport system. FEBS Lett. 2001;509:41-6 pubmed
    ..Analysis of expression revealed that the NeuAc transport system was induced by NeuAc and by the simultaneous presence of glucose and galactose in the growth medium. ..
  59. Yerushalmi H, Mordoch S, Schuldiner S. A single carboxyl mutant of the multidrug transporter EmrE is fully functional. J Biol Chem. 2001;276:12744-8 pubmed
    ..The role of Glu-14 in substrate binding was examined by using dicyclohexylcarbodiimide, a hydrophobic carbodiimide that is known to react with carboxyls...
  60. Sen S, Bhuyan N, Lakshman K, Roy A, Chakraborty B, Bera T. Membrane bound pyrophosphatase and P-type adenosine triphosphatase of Leishmania donovani as possible chemotherapeutic targets: similarities and differences in inhibitor sensitivities. Biochemistry (Mosc). 2009;74:1382-7 pubmed
    ..sodium orthovanadate and inhibited by pyrophosphate analogs (imidodiphosphate and alendronate), KF, N,N'-dicyclohexylcarbodiimide (DCCD), thiol reagents (p-chloromercuribenzenesulfonate (PCMBS), N-ethylmaleimide (NEM), and phenylarsine ..
  61. Uchida E, Ohsumi Y, Anraku Y. Purification and properties of H+-translocating, Mg2+-adenosine triphosphatase from vacuolar membranes of Saccharomyces cerevisiae. J Biol Chem. 1985;260:1090-5 pubmed
    ..31 mM. The activity of purified ATPase was strongly inhibited by N,N'-dicyclohexylcarbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, tributyltin, 7-chloro-4-nitrobenzoxazole, ..
  62. Danylovych I, Kliuieva A, Levchuk I, Tuhaĭ V. [Changes in hydrodynamic diameter of myometrium plasmalemma vesicles under artificial creation of transmembrane proton gradients]. Ukr Biokhim Zh (1999). 2003;75:47-54 pubmed
    ..On the basis of experimental data a supposition is expressed about the role of modifications of regional position of the functionally important groups of plasmalemma with respect to the membrane surface in mechanisms of H+ transport. ..
  63. Nasrabadi F, Ramazani A, Ahmadi Y. Synthesis of sterically congested 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, N,N-dicyclohexylcarbodiimide and (N-isocyanimino)triphenylphosphorane. Mol Divers. 2011;15:791-8 pubmed publisher
    Reactions of (N-isocyanimino)triphenylphosphorane with N,N-dicyclohexylcarbodiimide in the presence of aromatic (or heteroaromatic) carboxylic acids proceed smoothly at room temperature and in neutral conditions to afford sterically ..
  64. Sun C, Swamy K, Lin M, Yeh W, Chen F, Tseng W. Traceless liquid phase synthesis of piperazinediones. Comb Chem High Throughput Screen. 2003;6:133-7 pubmed
    ..Excellent yields and purities were achieved by simple wash and precipitation method. ..
  65. Diwan J, Moore C. Effects of some protein-reactive compounds on K+ flux into mitochondria. Biochem Int. 1990;22:843-8 pubmed
    ..K+ flux into respiring mitochondria is sensitive to the protein reactive compounds mersalyl and dicyclohexylcarbodiimide (DCCD)...
  66. Delphin E, Duval J, Etienne A, Kirilovsky D. State transitions or delta pH-dependent quenching of photosystem II fluorescence in red algae. Biochemistry. 1996;35:9435-45 pubmed
    ..We suggest that the fluorescence changes, induced by various light conditions, in cyanobacteria and red algae could be associated with different phenomena. ..
  67. Imkamp F, Muller V. Chemiosmotic energy conservation with Na(+) as the coupling ion during hydrogen-dependent caffeate reduction by Acetobacterium woodii. J Bacteriol. 2002;184:1947-51 pubmed
    ..The ATPase inhibitor N,N'-dicyclohexylcarbodiimide (DCCD) abolished ATP synthesis, and at the same time, hydrogen-dependent caffeate reduction was inhibited...
  68. Josse D, Xie W, Masson P, Lockridge O. Human serum paraoxonase (PON1): identification of essential amino acid residues by group-selective labelling and site-directed mutagenesis. Chem Biol Interact. 1999;119-120:71-8 pubmed
    ..However, we cannot rule out that the effects of mutations on catalytic properties resulted from a remote conformational change and/or misfolding of mutant proteins. ..
  69. Witt K, Tice R, Shelby M, Chhabra R, Zeiger E. Induction of micronucleated erythrocytes in rodents by diisopropylcarbodiimide and dicyclohexylcarbodiimide: dependence on exposure protocol. Environ Mol Mutagen. 1999;33:65-74 pubmed
    The induction of micronucleated erythrocytes by diisopropylcarbodiimide (DIC) and dicyclohexylcarbodiimide (DCC) was investigated as part of a U.S. National Toxicology Program (NTP) evaluation of the subchronic toxicity of these chemicals...
  70. Girvin M, Fillingame R. Hairpin folding of subunit c of F1Fo ATP synthase: 1H distance measurements to nitroxide-derivatized aspartyl-61. Biochemistry. 1994;33:665-74 pubmed
    ..Asp61 in the second helical arm was shown to retain its unique reactivity with dicyclohexylcarbodiimide (DCCD) in chloroform-methanol-H2O solution...
  71. Jiang Y, Rongbing B, Ling T, Jian S, Sicong L. Blood compatibility of polyurethane surface grafted copolymerization with sulfobetaine monomer. Colloids Surf B Biointerfaces. 2004;36:27-33 pubmed
    ..the reaction between the carboxyl group of acrylic acid (AA) and the NH-urethane group of polyurethane by dicyclohexylcarbodiimide (DCC)...
  72. Mnatsakanyan N, Bagramyan K, Vassilian A, Nakamoto R, Trchounian A. F0 cysteine, bCys21, in the Escherichia coli ATP synthase is involved in regulation of potassium uptake and molecular hydrogen production in anaerobic conditions. Biosci Rep. 2002;22:421-30 pubmed
    ..These results indicate a role for the F0 subunit bCys21 in the functionality of F0F1 and coupling to other membranous activities under fermentative conditions. ..
  73. Hochstein L. ATP synthesis in Halobacterium saccharovorum: evidence that synthesis may be catalysed by an F0F1-ATP synthase. FEMS Microbiol Lett. 1992;76:155-9 pubmed
    ..2. Synthesis was inhibited by carbonyl cyanide m-chloro-phenylhydrazone, dicyclohexylcarbodiimide, and azide...
  74. Streif S, Staudinger W, Marwan W, Oesterhelt D. Flagellar rotation in the archaeon Halobacterium salinarum depends on ATP. J Mol Biol. 2008;384:1-8 pubmed publisher
    ..exclusively through light-driven proton pumping, become immotile within 20 min when treated with N,N'-dicyclohexylcarbodiimide (DCCD), an inhibitor of the proton translocating ATP synthase...
  75. Chu C, Hsiao Y, Chen C, Van R, Lin W, Pan R. Inhibition of plant vacuolar H(+)-ATPase by diethylpyrocarbonate. Biochim Biophys Acta. 2001;1506:12-22 pubmed
  76. Etzold C, Deckers Hebestreit G, Altendorf K. Turnover number of Escherichia coli F0F1 ATP synthase for ATP synthesis in membrane vesicles. Eur J Biochem. 1997;243:336-43 pubmed
    ..energization of the membranes with NADH, fractional inactivation of F0F1 by the covalent inhibitor N,N'-dicyclohexylcarbodiimide allowed the rate of ATP synthesis/mol remaining active ATP synthase complexes to increase; the active ATP ..
  77. Huang C, Qian Z, Zhong J. Enhancement of ginsenoside biosynthesis in cell cultures of Panax ginseng by N,N'-dicyclohexylcarbodiimide elicitation. J Biotechnol. 2013;165:30-6 pubmed publisher
    In this work, the effect of N,N'-dicyclohexylcarbodiimide (DCCD) on ginsenoside biosynthesis in suspension cultures of Panax ginseng cells was investigated...
  78. Sugiyama Y, Fujii K, Mukohata Y. The effect of carboxyl group modification on the chromophore regeneration of archaeopsin-1 and bacterioopsin. J Biochem. 1999;125:1144-50 pubmed
    ..Kinetic CD measurements revealed that the introduction of N-acylurea at an Asp residue in helix C did not affect the formation of the transient intermediate but inhibited the side chain packing during refolding. ..
  79. Torgomyan H, Trchounian A. Escherichia coli membrane-associated energy-dependent processes and sensitivity toward antibiotics changes as responses to low-intensity electromagnetic irradiation of 70.6 and 73 GHz frequencies. Cell Biochem Biophys. 2012;62:451-61 pubmed publisher
    ..6 GHz irradiation only. This finding was in conformity with non-changed N,N'-dicyclohexylcarbodiimide-sensitive H(+) efflux...
  80. Chernysheva F, Alekseeva V, Polygalova O, Gordon L. [Localization of ATPase activity, respiration and ultrastructure of wheat root cells with modulated ion conductivity of plasma membrane]. Tsitologiia. 2004;46:221-8 pubmed
  81. Novakova Z, Majerník A, Bobál ová J, Vidová M, Smigán P. Isolation and characterization of a N,N'-dicyclohexylcarbodiimide-resistant mutant of Methanothermobacter thermautotrophicus with alterations to the ATP synthesis machinery. Folia Microbiol (Praha). 2009;54:483-6 pubmed publisher
    ..mutant of Methanothermobacter thermautotrophicus resistant toward the ATP-synthase inhibitor N,N'-dicyclohexylcarbodiimide (DCCD) was isolated...
  82. Ding P, Huang K, Li G, Zeng W. Mechanisms and kinetics of chelating reaction between novel chitosan derivatives and Zn(II). J Hazard Mater. 2007;146:58-64 pubmed
    ..The results indicated that the nitrogen in amino group and the oxygen in carboxyl group of KCTS were coordination atoms. N atom of amino group, O atom of hydroxamic acid and O atom of carbonyl group in HKCTS coordinated with Zn(II). ..
  83. Nesci S, Trombetti F, Ventrella V, Pirini M, Pagliarani A. Kinetic properties of the mitochondrial F1FO-ATPase activity elicited by Ca2+ in replacement of Mg2. Biochimie. 2017;140:73-81 pubmed publisher
  84. Kosoy A, Moller C, Perdomo D, Bubis J. Identification of functionally important acidic residues in transducin by group-specific labeling. Biol Res. 2003;36:389-404 pubmed
    ..The role of the carboxyl groups in T was evaluated by labeling with N,N'-dicyclohexylcarbodiimide (DCCD) and 1-ethyl 3-(3-dimethylaminopropyl) carbodiimide (EDC)...
  85. Hutcheon M, Duncan T, Ngai H, Cross R. Energy-driven subunit rotation at the interface between subunit a and the c oligomer in the F(O) sector of Escherichia coli ATP synthase. Proc Natl Acad Sci U S A. 2001;98:8519-24 pubmed
    ..Furthermore, preincubation with MgADP and azide to inhibit F(1) or with high concentrations of N,N'-dicyclohexylcarbodiimide to label most c subunits prevented the ATP effect...
  86. Ihara K, Watanabe S, Sugimura K, Katagiri I, Mukohata Y. Identification of proteolipid from an extremely halophilic archaeon Halobacterium salinarum as an N,N'-dicyclohexyl-carbodiimide binding subunit of ATP synthase. Arch Biochem Biophys. 1997;341:267-72 pubmed
    ..by N-cyclohexyl-N'-[4-(dimethylamino)-alpha-naphthyl]carbodiimide (NCD-4), a fluorescent analog of N,N'-dicyclohexylcarbodiimide (DCCD)...
  87. Peerce B. Molecular mechanism of two noncompetitive inhibitors of Na(+)-glucose cotransporter: comparison of DCCD and PCMB. Am J Physiol. 1993;264:G300-5 pubmed
    The effects of noncompetitive inhibitors of Na(+)-dependent glucose uptake, p-chloromercuribenzoate N,N'-dicyclohexylcarbodiimide (DCCD), on substrate-induced cotransporter conformational changes were examined using fluorescein ..
  88. Clarke D, Bragg P. Purification and properties of reconstitutively active nicotinamide nucleotide transhydrogenase of Escherichia coli. Eur J Biochem. 1985;149:517-23 pubmed
    ..Treatment of transhydrogenase with N,N'-dicyclohexylcarbodiimide results in an inhibition of proton pump activity and transhydrogenation, suggesting that proton ..