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D5269

Sigma-Aldrich

Decanoyl coenzyme A monohydrate

≥90%

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Synonym(s):
Capryl CoA monohydrate, Decanoyl CoA monohydrate
Linear Formula:
C31H54N7O17P3S
CAS Number:
1264-57-9
Molecular Weight:
939.80
MDL number:
MFCD00166975
UNSPSC Code:
41106305
PubChem Substance ID:
24893934
NACRES:
NA.51

Quality Level

200

Assay

≥90%

form

powder

storage temp.

−20°C

SMILES string

O.CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n2cnc3c(N)ncnc23

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

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General description

Decanoyl coenzyme A is a substrate for acyltransferase. It is a substrate for human liver glycine-N-acylase.

Application

Decanoyl coenzyme A (Decanoyl CoA) is coupled with S-adenosylmethionine (SAM) by Vibrio cholera CqsA enzyme to produce a potent quorum-sensing molecule, 3-aminotridec-2-en-4-one (Ea-CAI-1.
Decanoyl coenzyme A monohydrate has been used in the phosphatidylinositol 4,5-bisphosphate inhibition studies (LC-CoA) and in the human diacylglycerol acyltransferase 1 and 2 assays.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Vibrio cholerae quorum-sensing autoinducer CAI-1: analysis of the biosynthetic enzyme CqsA.
Kelly RC, Bolitho ME, Higgins DA, et al.
Nature Cell Biology, 5, 891-895 (2009)
N M Broadway et al.
The Biochemical journal, 322 ( Pt 2), 435-440 (1997-03-01)
We have investigated the extent to which membrane environment affects the catalytic properties of the malonyl-CoA-sensitive carnitine acyltransferase of liver microsomal membranes. Arrhenius-type plots of activity were linear in the absence and presence of malonyl-CoA (2.5 microM). Sensitivity to malonyl-CoA
J B McMillin et al.
Archives of biochemistry and biophysics, 312(2), 375-384 (1994-08-01)
An understanding of the mechanism of malonyl-CoA interaction with carnitine palmitoyltransferase (CPT-I) in isolated mitochondria is complicated by membrane fragmentation and CPT-II exposure. Using cultured neonatal rat cardiac myocytes, as in situ model was developed to measure CPT-I. In the
A Novel Acyl-CoA: Diacylglycerol Acyltransferase 1 (DGAT1) inhibitor, GSK2973980A, Inhibits Postprandial Triglycerides and Reduces Body Weight in a Rodent Diet-Induced Obesity Model
Kumar S, et al.
Journal of Pharmaceutical Research International, 18(1) (2017)
J Mikkelsen et al.
The Biochemical journal, 227(3), 981-985 (1985-05-01)
Competitive binding experiments with malonyl-CoA and [1-14C]acetyl-CoA, [1-14C]butyryl-CoA or [1-14C]decanoyl-CoA indicate that all these substrates are transferred to lactating-goat mammary-gland fatty acid synthetase by the same transferase. Isolation and determination of the amino acid sequence of [1-14C]decanoyl-labelled CNBr-cleavage peptide from
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