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Revision as of 05:39, 6 June 2011 editZéroBot (talk | contribs)704,777 editsm r2.7.1) (robot Adding: fr:3-hydroxybutyryl-coenzyme A← Previous edit Latest revision as of 09:49, 4 September 2023 edit undoSilverLocust (talk | contribs)Administrators25,050 edits displaytitle 
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{{lowercase title}}
{{DISPLAYTITLE:''beta''-Hydroxybutyryl-CoA}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 329754364
| Watchedfields = changed
|Name=β-Hydroxybutyryl-CoA
| verifiedrevid = 432802244
|ImageFile=3-hydroxybutyryl coenzyme A.svg
| Name = β-Hydroxybutyryl-CoA
|ImageSize=300px
| ImageFile = 3-hydroxybutyryl coenzyme A.svg
|IUPACName=
| ImageSize = 300px
|OtherNames=
| IUPACName = <nowiki>{sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid</nowiki>
|Section1= {{Chembox Identifiers2
| OtherNames =
| CASNo=2871-66-1
| SystematicName =
| PubChem=644065
| Section1 = {{Chembox 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
| CASNo_Ref = {{cascite|changed|??}}
| InChIKey = QHHKKMYHDBRONY-JYMPOPDUBN
| CASNo=2871-66-1
| PubChem=644065
| 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
| InChIKey = QHHKKMYHDBRONY-JYMPOPDUBN
}} }}
|Section2= {{Chembox Properties | Section2 = {{Chembox Properties
| Formula=C<sub>25</sub>H<sub>42</sub>N<sub>7</sub>O<sub>18</sub>P<sub>3</sub>S | Formula=C<sub>25</sub>H<sub>42</sub>N<sub>7</sub>O<sub>18</sub>P<sub>3</sub>S
| MolarMass=853.625 g/mol | MolarMass=853.625 g/mol
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards | Section3 = {{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
| Section4 =
| Section5 =
| Section6 =
}} }}


'''β-Hydroxybutyryl-CoA''' (or '''3-hydroxybutyryl-coenzyme A''') is an intermediate in the ] of ], and in the metabolism of ] and ].<ref>{{Cite journal |last1=Numa |first1=S. |last2=Ishimura |first2=Y. |last3=Nishizuka |first3=Y. |last4=Hayaishi |first4=O. |date=1961-10-23 |title=beta-Hydroxybutyryl-CoA, an intermediate in glutarate catabolism |url=https://pubmed.ncbi.nlm.nih.gov/14480702/ |journal=Biochemical and Biophysical Research Communications |volume=6 |pages=38–43 |doi=10.1016/0006-291x(61)90181-4 |issn=0006-291X |pmid=14480702}}</ref><ref>{{Cite journal |last1=Liu |first1=Shumeng |last2=Yu |first2=Huajing |last3=Liu |first3=Yongqing |last4=Liu |first4=Xinhua |last5=Zhang |first5=Yu |last6=Bu |first6=Chen |last7=Yuan |first7=Shuai |last8=Chen |first8=Zhe |last9=Xie |first9=Guojia |last10=Li |first10=Wanjin |last11=Xu |first11=Bosen |last12=Yang |first12=Jianguo |last13=He |first13=Lin |last14=Jin |first14=Tong |last15=Xiong |first15=Yundong |date=2017-09-07 |title=Chromodomain Protein CDYL Acts as a Crotonyl-CoA Hydratase to Regulate Histone Crotonylation and Spermatogenesis |journal=Molecular Cell |volume=67 |issue=5 |pages=853–866.e5 |doi=10.1016/j.molcel.2017.07.011 |issn=1097-4164 |pmid=28803779|doi-access=free }}</ref> The L-3-hydroxybutyl-CoA (or (S)-3-hydroxybutanoyl-CoA) enantiomer is also the second to last intermediate in ] of even-numbered, straight chain, and saturated fatty acids.<ref>{{Cite journal |last1=van Rijt |first1=Willemijn J. |last2=Van Hove |first2=Johan L. K. |last3=Vaz |first3=Frédéric M. |last4=Havinga |first4=Rick |last5=Allersma |first5=Derk P. |last6=Zijp |first6=Tanja R. |last7=Bedoyan |first7=Jirair K. |last8=Heiner-Fokkema |first8=M. R. |last9=Reijngoud |first9=Dirk-Jan |last10=Geraghty |first10=Michael T. |last11=Wanders |first11=Ronald J. A. |last12=Oosterveer |first12=Maaike H. |last13=Derks |first13=Terry G. J. |date=July 2021 |title=Enantiomer-specific pharmacokinetics of D,L-3-hydroxybutyrate: Implications for the treatment of multiple acyl-CoA dehydrogenase deficiency |journal=Journal of Inherited Metabolic Disease |volume=44 |issue=4 |pages=926–938 |doi=10.1002/jimd.12365 |issn=1573-2665 |pmc=8359440 |pmid=33543789}}</ref>
'''β-Hydroxybutyryl-CoA''' (or '''3-hydroxybutyryl-coenzyme A''') is an intermediate in the ] of ], and in the metabolism of ] and ].


==See also== ==See also==
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* ] * ]


==References==
<!-- Metadata: see ] --->
{{Reflist}}
{{InChI|
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
}}


{{Amino acid metabolism intermediates}} {{Amino acid metabolism intermediates}}
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] ]
] ]
] ]

]


{{biochem-stub}} {{biochem-stub}}

]
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