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L2659

Sigma-Aldrich

Lauroyl coenzyme A lithium salt

≥90% (HPLC)

Synonym(s):

C12-CoA, Dodecanoyl-Coenzyme A lithium salt

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About This Item

Linear Formula:
C33H58N7O17P3S
CAS Number:
190063-12-8
Molecular Weight:
955.77
MDL number:
MFCD01310860
UNSPSC Code:
41106305
PubChem Substance ID:
24896322
NACRES:
NA.51

assay

≥90% (HPLC)

storage temp.

−20°C

SMILES string

[Li+].CCCCCCCCCCCC(=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/C33H58N7O17P3S.Li/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40;/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48);/q;+1/p-1/t22-,26-,27-,28+,32-;/m1./s1

InChI key

FWNUZMNRIPYTPZ-CDSRRKEDSA-M

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Application

Lauroyl coenzyme A lithium salt has been used in the coenzyme A (CoA)-dependent acyltransferase assay to test the functionality of DRL1 protein. It is suitable for use as a standard to analyse the reaction product of lauric acid with firefly luciferase.

Biochem/physiol Actions

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Dodecanoyl-Coenzyme A (C12-CoA), a long-chain (C-12) saturated fatty acyl-CoA, is used as an intermediate in lipid metabolism and is involved in lipid biosynthesis and fatty acid transport.. Lauroyl CoA is a substrate for FAM34A proteins and a product of firefly luciferase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Li-Guo Hong et al.
Biotechnology letters, 41(4-5), 591-604 (2019-03-22)
We aimed to characterize a novel SGNH (Ser-Gly-Asn-His) family hydrolase from the annotated genome of marine bacteria with new features. A novel esterase Ali5 from Altererythrobacter ishigakiensis has been identified and classified into SGNH family. Ali5 presented a novel GNSL
Enzymatic and genetic characterization of firefly luciferase and Drosophila CG6178 as a fatty acyl-CoA synthetase
Oba Y, et al.
Bioscience, Biotechnology, and Biochemistry, 69(4), 819-828 (2005)
C S Tamvakopoulos et al.
Biochemical and molecular medicine, 55(1), 15-21 (1995-06-01)
Negative chemical ionization (NCI) mass spectrometry was used to quantify the acyl-CoA intermediates present in human fibroblasts growing in media containing the long-chain fatty acid, palmitate. The acyl-CoA intermediates were detected as the N-acyl pentafluorobenzyl glycinates. In fibroblasts from normal
Yuichi Oba et al.
Bioscience, biotechnology, and biochemistry, 69(4), 819-828 (2005-04-26)
Recently we found that firefly luciferase is a bifunctional enzyme, catalyzing not only the luminescence reaction but also long-chain fatty acyl-CoA synthesis. Further, the gene product of CG6178 (CG6178), an ortholog of firefly luciferase in Drosophila melanogaster, was found to
Homeostasis of brassinosteroids regulated by DRL1, a putative acyltransferase in Arabidopsis
Zhu W, et al.
Molecular plant, 6(2), 546-558 (2013)
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