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β-Hydroxybutyryl-CoA

β-Hydroxybutyryl-CoA (or 3-hydroxybutyryl-coenzyme A) is an intermediate in the fermentation of butyric acid, and in the metabolism of lysine and tryptophan.[1][2] The L-3-hydroxybutyl-CoA (or (S)-3-hydroxybutanoyl-CoA) enantiomer is also the second to last intermediate in beta oxidation of even-numbered, straight chain, and saturated fatty acids.[3]

β-Hydroxybutyryl-CoA
Names
IUPAC name
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxybutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Identifiers
  • 2871-66-1 N
  • 644065
  • DTXSID90951355
  • InChI=1/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20?,24-/m1/s1
    Key: QHHKKMYHDBRONY-JYMPOPDUBN
Properties
C25H42N7O18P3S
Molar mass 853.625 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

See also edit

References edit

  1. ^ Numa, S.; Ishimura, Y.; Nishizuka, Y.; Hayaishi, O. (1961-10-23). "beta-Hydroxybutyryl-CoA, an intermediate in glutarate catabolism". Biochemical and Biophysical Research Communications. 6: 38–43. doi:10.1016/0006-291x(61)90181-4. ISSN 0006-291X. PMID 14480702.
  2. ^ Liu, Shumeng; Yu, Huajing; Liu, Yongqing; Liu, Xinhua; Zhang, Yu; Bu, Chen; Yuan, Shuai; Chen, Zhe; Xie, Guojia; Li, Wanjin; Xu, Bosen; Yang, Jianguo; He, Lin; Jin, Tong; Xiong, Yundong (2017-09-07). "Chromodomain Protein CDYL Acts as a Crotonyl-CoA Hydratase to Regulate Histone Crotonylation and Spermatogenesis". Molecular Cell. 67 (5): 853–866.e5. doi:10.1016/j.molcel.2017.07.011. ISSN 1097-4164. PMID 28803779.
  3. ^ van Rijt, Willemijn J.; Van Hove, Johan L. K.; Vaz, Frédéric M.; Havinga, Rick; Allersma, Derk P.; Zijp, Tanja R.; Bedoyan, Jirair K.; Heiner-Fokkema, M. R.; Reijngoud, Dirk-Jan; Geraghty, Michael T.; Wanders, Ronald J. A.; Oosterveer, Maaike H.; Derks, Terry G. J. (July 2021). "Enantiomer-specific pharmacokinetics of D,L-3-hydroxybutyrate: Implications for the treatment of multiple acyl-CoA dehydrogenase deficiency". Journal of Inherited Metabolic Disease. 44 (4): 926–938. doi:10.1002/jimd.12365. ISSN 1573-2665. PMC 8359440. PMID 33543789.


hydroxybutyryl, hydroxybutyryl, coenzyme, intermediate, fermentation, butyric, acid, metabolism, lysine, tryptophan, hydroxybutyl, hydroxybutanoyl, enantiomer, also, second, last, intermediate, beta, oxidation, even, numbered, straight, chain, saturated, fatty. b Hydroxybutyryl CoA or 3 hydroxybutyryl coenzyme A is an intermediate in the fermentation of butyric acid and in the metabolism of lysine and tryptophan 1 2 The L 3 hydroxybutyl CoA or S 3 hydroxybutanoyl CoA enantiomer is also the second to last intermediate in beta oxidation of even numbered straight chain and saturated fatty acids 3 b Hydroxybutyryl CoA NamesIUPAC name 2R 3S 4R 5R 5 6 amino 9H purin 9 yl 4 hydroxy 2 hydroxy hydroxy 3R 3 hydroxy 3 2 2 3R 3 hydroxybutanoyl sulfanyl ethyl carbamoyl ethyl carbamoyl 2 2 dimethylpropoxy phosphoryl oxy phosphoryl oxy methyl oxolan 3 yl oxy phosphonic acidIdentifiersCAS Number 2871 66 1 NPubChem CID 644065CompTox Dashboard EPA DTXSID90951355InChI InChI 1 C25H42N7O18P3S c1 13 33 8 16 35 54 7 6 27 15 34 4 5 28 23 38 20 37 25 2 3 10 47 53 44 45 50 52 42 43 46 9 14 19 49 51 39 40 41 18 36 24 48 14 32 12 31 17 21 26 29 11 30 22 17 32 h11 14 18 20 24 33 36 37H 4 10H2 1 3H3 H 27 34 H 28 38 H 42 43 H 44 45 H2 26 29 30 H2 39 40 41 t13 14 18 19 20 24 m1 s1Key QHHKKMYHDBRONY JYMPOPDUBNPropertiesChemical formula C25H42N7O18P3SMolar mass 853 625 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesSee also editCrotonyl coenzyme A Acetoacetyl CoA Beta hydroxybutyryl CoA dehydrogenaseReferences edit Numa S Ishimura Y Nishizuka Y Hayaishi O 1961 10 23 beta Hydroxybutyryl CoA an intermediate in glutarate catabolism Biochemical and Biophysical Research Communications 6 38 43 doi 10 1016 0006 291x 61 90181 4 ISSN 0006 291X PMID 14480702 Liu Shumeng Yu Huajing Liu Yongqing Liu Xinhua Zhang Yu Bu Chen Yuan Shuai Chen Zhe Xie Guojia Li Wanjin Xu Bosen Yang Jianguo He Lin Jin Tong Xiong Yundong 2017 09 07 Chromodomain Protein CDYL Acts as a Crotonyl CoA Hydratase to Regulate Histone Crotonylation and Spermatogenesis Molecular Cell 67 5 853 866 e5 doi 10 1016 j molcel 2017 07 011 ISSN 1097 4164 PMID 28803779 van Rijt Willemijn J Van Hove Johan L K Vaz Frederic M Havinga Rick Allersma Derk P Zijp Tanja R Bedoyan Jirair K Heiner Fokkema M R Reijngoud Dirk Jan Geraghty Michael T Wanders Ronald J A Oosterveer Maaike H Derks Terry G J July 2021 Enantiomer specific pharmacokinetics of D L 3 hydroxybutyrate Implications for the treatment of multiple acyl CoA dehydrogenase deficiency Journal of Inherited Metabolic Disease 44 4 926 938 doi 10 1002 jimd 12365 ISSN 1573 2665 PMC 8359440 PMID 33543789 nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title B Hydroxybutyryl CoA amp oldid 1173776178, wikipedia, wiki, book, books, library,

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