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D5269

Sigma-Aldrich

Decanoyl coenzyme A monohydrate

≥90%

Synonym(s):

Capryl CoA monohydrate, Decanoyl CoA monohydrate

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25 MG
€609.00

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5 MG
€293.00
25 MG
€609.00

About This Item

Linear Formula:
C31H54N7O17P3S
CAS Number:
Molecular Weight:
939.80
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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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.[1] It is a substrate for human liver glycine-N-acylase.[2]

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)[3] and in the human diacylglycerol acyltransferase 1 and 2 assays.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M N Nagi et al.
Archives of biochemistry and biophysics, 248(1), 408-418 (1986-07-01)
The administration of di-(2-ethylhexyl)phthalate (DEHP)3 to male Sprague-Dawley rats resulted in more than a threefold increase in activity of acetyl CoA-dependent hepatic mitochondrial fatty acid elongation. Peroxisomes obtained either from control or DEHP-treated rats were not capable of elongating any
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)
Long chain CoA esters as competitive antagonists of phosphatidylinositol 4, 5-bisphosphate activation in Kir channels
Rapedius M, et al.
The Journal of biological chemistry, 280(35), 30760-30767 (2005)
Yunzhou Wei et al.
ACS chemical biology, 6(4), 356-365 (2011-01-05)
Vibrio cholerae, the causative agent of the disease cholera, uses a cell to cell communication process called quorum sensing to control biofilm formation and virulence factor production. The major V. cholerae quorum-sensing signal CAI-1 has been identified as (S)-3-hydroxytridecan-4-one, and
Purification and characterization of acyl coenzyme A: alcohol acyltransferase of Neurospora sp.
Yamauchi H, et al.
Agricultural and Biological Chemistry, 53(6), 1551-1556 (1989)

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