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Chemical Compound Review

AGN-PC-00B30H     [5-(6-aminopurin-9-yl)-2- [[[[3-[2-(2-but-2...

Synonyms: AC1L19KP
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Disease relevance of crotonyl-S-CoA


High impact information on crotonyl-S-CoA


Chemical compound and disease context of crotonyl-S-CoA


Biological context of crotonyl-S-CoA


Anatomical context of crotonyl-S-CoA

  • Disruption of echA led to a 28-fold reduction in 2-butenoyl-CoA hydratase activity in a preparation of organelles [16].
  • Three species of enoyl-CoA reductase, distinct from each other by their chain-length specificity, were found in Euglena mitochondria, and one of them was highly specific for crotonyl-CoA [17].
  • Stereospecificity as well as the dependency on reduced pyridine nucleotides of the enzymatic reduction of acetoacetyl CoA and crotonyl CoA in lactating rabbit mammary glands are reported [18].
  • Studies of the specificity of the 5 alpha-reductase activity in human prostate microsomes have shown that conversion of testosterone into DHT (Km = 12 nmol/l) was competitively inhibited by crotonyl CoA (Ki = 125 mumol/l), a model substrate for enoyl CoA reductase of the microsomal fatty acid elongase system [19].

Associations of crotonyl-S-CoA with other chemical compounds


Gene context of crotonyl-S-CoA

  • Enzymatic analysis of tagged MaoC showed that MaoC has enoyl-CoA hydratase activity toward crotonyl-CoA [22].
  • Crotonyl-CoA complexation, however, shifted the reduction potential of the Glu367Gln SCAD mutant protein by 30 mV in the positive direction [23].
  • A second 29-kDa enoyl-CoA hydratase acted on crotonyl-CoA; this highly active enoyl-CoA hydratase also acted slowly on cyclohex-1-ene-1-carbonyl-CoA [24].
  • In this recombinant strain, C6-acyl-CoA intermediates were provided via beta-ketothiolase-mediated elongation of butyryl-CoA, which was generated from crotonyl-CoA by the function of CCR [13].


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  4. Purification of crotonyl-CoA reductase from Streptomyces collinus and cloning, sequencing and expression of the corresponding gene in Escherichia coli. Wallace, K.K., Bao, Z.Y., Dai, H., Digate, R., Schuler, G., Speedie, M.K., Reynolds, K.A. Eur. J. Biochem. (1995) [Pubmed]
  5. Enoyl-ACP reductase (FabI) of Haemophilus influenzae: steady-state kinetic mechanism and inhibition by triclosan and hexachlorophene. Marcinkeviciene, J., Jiang, W., Kopcho, L.M., Locke, G., Luo, Y., Copeland, R.A. Arch. Biochem. Biophys. (2001) [Pubmed]
  6. The function of Arg-94 in the oxidation and decarboxylation of glutaryl-CoA by human glutaryl-CoA dehydrogenase. Dwyer, T.M., Rao, K.S., Westover, J.B., Kim, J.J., Frerman, F.E. J. Biol. Chem. (2001) [Pubmed]
  7. Protein EnvM is the NADH-dependent enoyl-ACP reductase (FabI) of Escherichia coli. Bergler, H., Wallner, P., Ebeling, A., Leitinger, B., Fuchsbichler, S., Aschauer, H., Kollenz, G., Högenauer, G., Turnowsky, F. J. Biol. Chem. (1994) [Pubmed]
  8. The purification and characterization of glutaryl-coenzyme A dehydrogenase from porcine and human liver. Lenich, A.C., Goodman, S.I. J. Biol. Chem. (1986) [Pubmed]
  9. [3H]biotin-labeled proteins in cultured human skin fibroblasts from patients with pyruvate carboxylase deficiency. Robinson, B.H., Oei, J., Saunders, M., Gravel, R. J. Biol. Chem. (1983) [Pubmed]
  10. The large subunit of the fatty acid oxidation complex from Escherichia coli is a multifunctional polypeptide. Evidence for the existence of a fatty acid oxidation operon (fad AB) in Escherichia coli. Yang, S.Y., Schulz, H. J. Biol. Chem. (1983) [Pubmed]
  11. Role of crotonyl coenzyme A reductase in determining the ratio of polyketides monensin A and monensin B produced by Streptomyces cinnamonensis. Liu, H., Reynolds, K.A. J. Bacteriol. (1999) [Pubmed]
  12. Unusual enzymes involved in five pathways of glutamate fermentation. Buckel, W. Appl. Microbiol. Biotechnol. (2001) [Pubmed]
  13. Engineering of Ralstonia eutropha for production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from fructose and solid-state properties of the copolymer. Fukui, T., Abe, H., Doi, Y. Biomacromolecules (2002) [Pubmed]
  14. Oxidation-reduction of general acyl-CoA dehydrogenase by the butyryl-CoA/crotonyl-CoA couple. A new investigation of the rapid reaction kinetics. Schopfer, L.M., Massey, V., Ghisla, S., Thorpe, C. Biochemistry (1988) [Pubmed]
  15. Kinetic advantage of the interaction between the fatty acid beta-oxidation enzymes and the complexes of the respiratory chain. Sumegi, B., Porpaczy, Z., Alkonyi, I. Biochim. Biophys. Acta (1991) [Pubmed]
  16. Mitochondrial beta-oxidation in Aspergillus nidulans. Maggio-Hall, L.A., Keller, N.P. Mol. Microbiol. (2004) [Pubmed]
  17. Fatty acid synthesis in mitochondria of Euglena gracilis. Inui, H., Miyatake, K., Nakano, Y., Kitaoka, S. Eur. J. Biochem. (1984) [Pubmed]
  18. Studies on stereospecific reduction of acetoacetyl CoA and crotonyl CoA in lactating rabbit mammary glands. Takatori, T., Imai, Y. Tohoku J. Exp. Med. (1975) [Pubmed]
  19. Possible mechanisms of androgen resistance in 5 alpha-reductase deficiency: implications for the physiological roles of 5 alpha-reductases. Hodgins, M.B. J. Steroid Biochem. (1983) [Pubmed]
  20. Interchange of catalytic activity within the 2-enoyl-coenzyme A hydratase/isomerase superfamily based on a common active site template. Xiang, H., Luo, L., Taylor, K.L., Dunaway-Mariano, D. Biochemistry (1999) [Pubmed]
  21. Purification and properties of an iron-sulfur and FAD-containing 4-hydroxybutyryl-CoA dehydratase/vinylacetyl-CoA delta 3-delta 2-isomerase from Clostridium aminobutyricum. Scherf, U., Buckel, W. Eur. J. Biochem. (1993) [Pubmed]
  22. Identification and characterization of a new enoyl coenzyme A hydratase involved in biosynthesis of medium-chain-length polyhydroxyalkanoates in recombinant Escherichia coli. Park, S.J., Lee, S.Y. J. Bacteriol. (2003) [Pubmed]
  23. Product binding modulates the thermodynamic properties of a Megasphaera elsdenii short-chain acyl-CoA dehydrogenase active-site mutant. Becker, D.F., Fuchs, J.A., Stankovich, M.T. Biochemistry (1994) [Pubmed]
  24. Cyclohexa-1,5-diene-1-carbonyl-CoA hydratase [corrected], an enzyme involved in anaerobic metabolism of benzoyl-CoA in the denitrifying bacterium Thauera aromatica. Laempe, D., Eisenreich, W., Bacher, A., Fuchs, G. Eur. J. Biochem. (1998) [Pubmed]
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