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Merck

L2659

Sigma-Aldrich

Lauroyl coenzyme A lithium salt

≥90% (HPLC)

Sinónimos:

C12-CoA, Dodecanoyl-Coenzyme A lithium salt

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About This Item

Fórmula lineal:
C33H58N7O17P3S
Número de CAS:
Peso molecular:
955.77
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

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)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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
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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