Butyryl-CoA is a precursor to and converted from crotonyl-CoA.[2] This interconversion is mediated by butyryl-COA dehydrogenase. FADH- is the hydride to crotonyl-CoA and FAD+ is the hydride acceptor.[3] It is essential in reducing ferredoxins in anaerobic bacteria and archaea so that electron transport phosphorylation and substrate level phosphorylation can occur with increased efficiency.[4]
From redox data, butyryl-COA dehydrogenase shows little to no activity at pH higher than 7.0. This is important as enzyme midpoint potential is at pH 7.0 and at 25 degrees C. Therefore, changes above from this value will denature the enzyme.[5]
Within the human colon, butyrate helps supply energy to the gut epithelium and helps regulate cell responses.[6]
^"Human Metabolome Database: Showing metabocard for Butyryl-CoA (HMDB0001088)".
^Li F, Hinderberger J, Seedorf H, Zhang J, Buckel W, Thauer RK (February 2008). "Coupled Ferredoxin and Crotonyl Coenzyme A (CoA) Reduction with NADH Catalyzed by the Butyryl-CoA Dehydrogenase/Etf Complex from Clostridium kluyveri". Journal of Bacteriology. 190 (3): 843–850. doi:10.1128/JB.01417-07. ISSN 0021-9193. PMC2223550. PMID 17993531.
^Chowdhury NP, Mowafy AM, Demmer JK, Upadhyay V, Koelzer S, Jayamani E, et al. (February 2014). "Studies on the mechanism of electron bifurcation catalyzed by electron transferring flavoprotein (Etf) and butyryl-CoA dehydrogenase (Bcd) of Acidaminococcus fermentans". The Journal of Biological Chemistry. 289 (8): 5145–5157. doi:10.1074/jbc.M113.521013. PMC3931072. PMID 24379410.
^Demmer JK, Pal Chowdhury N, Selmer T, Ermler U, Buckel W (November 2017). "The semiquinone swing in the bifurcating electron transferring flavoprotein/butyryl-CoA dehydrogenase complex from Clostridium difficile". Nature Communications. 8 (1): 1577. Bibcode:2017NatCo...8.1577D. doi:10.1038/s41467-017-01746-3. PMC5691135. PMID 29146947.
^Berzin V, Tyurin M, Kiriukhin M (February 2013). "Selective n-butanol production by Clostridium sp. MTButOH1365 during continuous synthesis gas fermentation due to expression of synthetic thiolase, 3-hydroxy butyryl-CoA dehydrogenase, crotonase, butyryl-CoA dehydrogenase, butyraldehyde dehydrogenase, and NAD-dependent butanol dehydrogenase". Applied Biochemistry and Biotechnology. 169 (3): 950–959. doi:10.1007/s12010-012-0060-7. PMID 23292245. S2CID 22534861.
^Louis P, Young P, Holtrop G, Flint HJ (February 2010). "Diversity of human colonic butyrate-producing bacteria revealed by analysis of the butyryl-CoA:acetate CoA-transferase gene". Environmental Microbiology. 12 (2): 304–314. doi:10.1111/j.1462-2920.2009.02066.x. PMID 19807780.
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butyryl, butyryl, coenzyme, butyryl, coenzyme, containing, derivative, butyric, acid, acted, upon, butyryl, dehydrogenase, intermediary, compound, fermentation, namesiupac, name, phosphonoadenosine, amino, purin, hydroxy, phosphonooxy, oxolan, methyl, butanoyl. Butyryl coenzyme A or butyryl CoA is the coenzyme A containing derivative of butyric acid 1 It is acted upon by butyryl CoA dehydrogenase and an intermediary compound of ABE fermentation Butyryl CoA NamesIUPAC name 3 O Phosphonoadenosine 5 2R 3S 4R 5R 5 6 Amino 9H purin 9 yl 4 hydroxy 3 phosphonooxy oxolan 2 yl methyl O3 3R 4 3 2 butanoylsulfanyl ethyl amino 3 oxopropyl amino 3 hydroxy 2 2 dimethyl 4 oxobutyl dihydrogen diphosphate Systematic IUPAC name O1 2R 3S 4R 5R 5 6 Amino 9H purin 9 yl 4 hydroxy 3 phosphonooxy oxolan 2 yl methyl O3 3R 4 3 2 butanoylsulfanyl ethyl amino 3 oxopropyl amino 3 hydroxy 2 2 dimethyl 4 oxobutyl dihydrogen diphosphateIdentifiersCAS Number 2140 48 9 N3D model JSmol Interactive image3DMet B04811ChEBI CHEBI 15517ChemSpider 260 Y388318 2R 3S 4R 5R 5 yl 2 meth 4 hydrox 3 yl Y5292369 2R 3R 5R 5 yl 2 3S 3 hydrox ox phosph ox meth 3 yl YKEGG C00136 YMeSH butyryl coenzyme APubChem CID 26525201345 2R 5R 5 yl 2 3R 3 hydrox ox phosph ox meth 3 yl 439173 2R 3S 4R 5R 5 yl 2 meth 4 hydrox 3 yl 46907881 2R 3R 5R 5 yl 2 3R 3 hydrox ox phosph ox meth 3 yl 6917112 2R 3R 5R 5 yl 2 3S 3 hydrox ox phosph ox meth 3 yl CompTox Dashboard EPA DTXSID70943955InChI InChI 1S C25H42N7O17P3S c1 4 5 16 34 53 9 8 27 15 33 6 7 28 23 37 20 36 25 2 3 11 46 52 43 44 49 51 41 42 45 10 14 19 48 50 38 39 40 18 35 24 47 14 32 13 31 17 21 26 29 12 30 22 17 32 h12 14 18 20 24 35 36H 4 11H2 1 3H3 H 27 33 H 28 37 H 41 42 H 43 44 H2 26 29 30 H2 38 39 40 YKey CRFNGMNYKDXRTN UHFFFAOYSA N YSMILES CCCC O SCCNC O CCNC O C O C C C COP O O OP O O OCC1OC C O C1OP O O O N1C NC2 C N N CN C12PropertiesChemical formula C 25H 42N 7O 17P 3SMolar mass 837 62 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Butyryl CoA is a precursor to and converted from crotonyl CoA 2 This interconversion is mediated by butyryl COA dehydrogenase FADH is the hydride to crotonyl CoA and FAD is the hydride acceptor 3 It is essential in reducing ferredoxins in anaerobic bacteria and archaea so that electron transport phosphorylation and substrate level phosphorylation can occur with increased efficiency 4 From redox data butyryl COA dehydrogenase shows little to no activity at pH higher than 7 0 This is important as enzyme midpoint potential is at pH 7 0 and at 25 degrees C Therefore changes above from this value will denature the enzyme 5 Within the human colon butyrate helps supply energy to the gut epithelium and helps regulate cell responses 6 Further reading editPubChem Butyryl CoA pubchem ncbi nlm nih gov Retrieved 2021 11 18 See also editAcyl CoA Fatty acyl CoA estersReferences edit Human Metabolome Database Showing metabocard for Butyryl CoA HMDB0001088 Li F Hinderberger J Seedorf H Zhang J Buckel W Thauer RK February 2008 Coupled Ferredoxin and Crotonyl Coenzyme A CoA Reduction with NADH Catalyzed by the Butyryl CoA Dehydrogenase Etf Complex from Clostridium kluyveri Journal of Bacteriology 190 3 843 850 doi 10 1128 JB 01417 07 ISSN 0021 9193 PMC 2223550 PMID 17993531 Chowdhury NP Mowafy AM Demmer JK Upadhyay V Koelzer S Jayamani E et al February 2014 Studies on the mechanism of electron bifurcation catalyzed by electron transferring flavoprotein Etf and butyryl CoA dehydrogenase Bcd of Acidaminococcus fermentans The Journal of Biological Chemistry 289 8 5145 5157 doi 10 1074 jbc M113 521013 PMC 3931072 PMID 24379410 Demmer JK Pal Chowdhury N Selmer T Ermler U Buckel W November 2017 The semiquinone swing in the bifurcating electron transferring flavoprotein butyryl CoA dehydrogenase complex from Clostridium difficile Nature Communications 8 1 1577 Bibcode 2017NatCo 8 1577D doi 10 1038 s41467 017 01746 3 PMC 5691135 PMID 29146947 Berzin V Tyurin M Kiriukhin M February 2013 Selective n butanol production by Clostridium sp MTButOH1365 during continuous synthesis gas fermentation due to expression of synthetic thiolase 3 hydroxy butyryl CoA dehydrogenase crotonase butyryl CoA dehydrogenase butyraldehyde dehydrogenase and NAD dependent butanol dehydrogenase Applied Biochemistry and Biotechnology 169 3 950 959 doi 10 1007 s12010 012 0060 7 PMID 23292245 S2CID 22534861 Louis P Young P Holtrop G Flint HJ February 2010 Diversity of human colonic butyrate producing bacteria revealed by analysis of the butyryl CoA acetate CoA transferase gene Environmental Microbiology 12 2 304 314 doi 10 1111 j 1462 2920 2009 02066 x PMID 19807780 nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Butyryl CoA amp oldid 1215732947, wikipedia, wiki, book, books, library,
