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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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000432598
0000432598
0000355472
0000355472
0000355473

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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)
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
Faik Musayev et al.
Journal of molecular biology, 346(5), 1313-1321 (2005-02-17)
Beta-ketoacyl-acyl carrier protein synthase III (FabH) catalyzes a two step reaction that initiates the pathway of fatty acid biosynthesis in plants and bacteria. In Mycobacterium tuberculosis, FabH catalyzes extension of lauroyl, myristoyl and palmitoyl groups from which cell wall mycolic
Homeostasis of brassinosteroids regulated by DRL1, a putative acyltransferase in Arabidopsis
Zhu W, et al.
Molecular plant, 6(2), 546-558 (2013)
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
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