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D5269

Decanoyl coenzyme A monohydrate

≥90%

Synonym(s):

Capryl CoA monohydrate, Decanoyl CoA monohydrate

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About This Item

Linear Formula:
C31H54N7O17P3S
CAS Number:
1264-57-9
Molecular Weight:
939.80
NACRES:
NA.51
PubChem Substance ID:
24893934
UNSPSC Code:
41106305
MDL number:
MFCD00166975
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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

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000550664
0000550664
0000399834
0000357053
0000357053

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Nasrin Jahan et al.
Journal of molecular biology, 392(3), 763-773 (2009-07-28)
CqsA is an enzyme involved in the biosynthesis of cholerae autoinducer-1 (CAI-1), the major Vibrio cholerae autoinducer engaged in quorum sensing. The amino acid sequence of CqsA suggests that it belongs to the family of alpha-oxoamine synthases that catalyse the
L L Bieber et al.
Biochimica et biophysica acta, 1290(3), 261-266 (1996-08-13)
The effect of pH and acyl-CoA chain length on the conversion of the malonyl-CoA-sensitive carnitine palmitoyltransferase (CPT-I/CPTo) to a high-affinity, malonyl-CoA-inhibited state using a particle derived from rat heart mitochondria was determined. Preincubation with malonyl-CoA for one minute in the
Jocelyn E Manning Fox et al.
Metabolism: clinical and experimental, 52(10), 1313-1319 (2003-10-18)
Recent evidence demonstrates that long-chain acyl coenzyme A esters (CoAs) activate cardiac and beta-cell plasma-membrane (pmK(ATP)) adenosine triphosphate (ATP)-sensitive potassium channels. In this study, we have investigated the differential effects of acyl CoAs of short and medium side-chain length on
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