β-Hydroxybutyryl-CoA

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Beta-Hydroxybutyryl-CoA
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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
  • 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).
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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]

See also

  • Crotonyl-coenzyme A
  • Acetoacetyl CoA
  • Beta-hydroxybutyryl-CoA dehydrogenase

References

  1. PMID 14480702
    .
  2. PMID 28803779
    .
  3. PMID 33543789
    .


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