An acyl-CoA thioester
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Decanoyl-Coenzyme A (hydrate)

Item No. 28607

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-decanoate coenzyme A, hydrate
Synonyms
  • Decanoyl-CoA
Molecular Formula
C31H54N7O17P3S • XH2O
Formula Weight
921.8
Purity
≥90%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: 20 mg/ml
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(CCCCCCCCC)=O)=O)=O)(O)=O)(O)=O)[C@H]1OP(O)(O)=O.O
InChi Code
InChI=1S/C31H54N7O17P3S.H2O/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38;/h18-20,24-26,30,41-42H,4-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46);1H2/t20-,24-,25-,26+,30-;/m1./s1
InChi Key
IRILGPHKFKSRQN-ASEPKIFHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $38

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    5 mg

    $181

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    10 mg

    $342

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    Product Description

    Decanoyl-coenzyme A (CoA) is a thioester of decanoic acid (Item No. 20838) and CoA (Item Nos. 16147 | 21499 | 21722).1 It inhibits the activity of citrate synthase (CS) and glutamate dehydrogenase (GDH) in mitochondria isolated from rat brain (IC50s = 437 and 420 µM, respectively).2 Decanoyl-CoA also binds the fatty acid metabolism regulator protein (FadR) promoter in E. coli (Ki = 2 µM).3 It is produced during isomerase-dependent β-oxidation of oleic acid (Item Nos. 90260 | 24659) in isolated rat heart mitochondria.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gregersen, N., Kølvraa, S., and Mortensen, P.B. Acyl-CoA: Glycine N-acyltransferase: In vitro studies on the glycine conjugation of straight- and branched-chained acyl-CoA esters in human liver. Biochem. Med. Metab. Biol. 35(2), 210-218 (1986).

    2. Lai, J.C., Lian, B.B., Zhai, S., et al. Brain mitochondrial citrate synthase and glutamate dehydrogenase: Differential inhibition by fatty acyl coenzyme A derivatives. Metab. Brain Dis. 9(2), 143-152 (1994).

    3. DiRusso, C.C., Heimert, T.L., and Metzger, A.K. Characterization of FadR, a global transcriptional regulator of fatty acid metabolism in Escherichia coli. Interaction with the fadB promoter is prevented by long chain fatty acyl coenzyme A. The Journal of Biological Chemisty 267(12), 8685-8691 (1992).

    4. Ren, Y., and Schulz, H. Metabolic functions of the two pathways of oleate β-oxidation double bond metabolism during the β-oxidation of oleic acid in rat heart mitochondria. The Journal of Biological Chemisty 278(1), 111-116 (2003).