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Merck

A5837

Sigma-Aldrich

Arachidonoyl-Coenzym A Lithiumsalz

≥85%

Synonym(e):

cis,cis,cis,cis-5,8,11,14-Eicosatetraenoyl-Coenzym A Lithiumsalz

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About This Item

Empirische Formel (Hill-System):
C41H66N7O17P3S · xLi+
CAS-Nummer:
Molekulargewicht:
1053.99 (free acid basis)
MDL-Nummer:
UNSPSC-Code:
41106305
PubChem Substanz-ID:
NACRES:
NA.51

Qualitätsniveau

Assay

≥85%

Form

powder

Lagertemp.

−20°C

SMILES String

[Li+].CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCC(=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/C41H66N7O17P3S.Li/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48;/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4-7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56);/q;+1/p-1/b9-8+,12-11+,15-14+,18-17+;/t30-,34-,35-,36+,40-;/m1./s1

InChIKey

PFJKRDANWCBXHE-VKSULDSYSA-M

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Anwendung

Arachidonoyl coenzyme (Arachidonoyl CoA) is used as a substrate for the long-chain N-acylation of glycines by enzymes such as glycine N-acyltransferase-like 2 (GLYATL2) and of acytransferases such as lysophosphatidic acid acyltransferase (CGI-58/ABHD5). Arachidonoyl CoA is used as a charged membrane-impermeant analog of arachidonic acid (AA). Arachidonoyl CoA is used in the synthesis of arachidonoyl amino acids by cytochrome c.
Arachidonoyl coenzyme A lithium salt may be used as a substrate for lysophosphatidylcholine acyltransferase 3 (LPCAT3).

Biochem./physiol. Wirkung

Arachidonoyl CoA is used as a charged membrane-impermeable analog of arachidonic acid (AA). It is used as a substrate for the long-chain N-acylation of glycines by enzymes such as glycine N-acyltransferase-like 2 (GLYATL2) in the presence of cytochrome c.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

The emerging role of acyl-CoA thioesterases and acyltransferases in regulating peroxisomal lipid metabolism
Hunt MC, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1822(9), 1397-1410 (2012)
Valerie Yeung-Yam-Wah et al.
Cell calcium, 47(1), 77-83 (2009-12-19)
Arachidonic acid (AA) is generated in the pancreatic islets during glucose stimulation. We investigated whether AA activated extracellular Ca(2+) entry in rat pancreatic beta cells via a pathway that was independent of the activation of voltage-gated Ca(2+) channels. The AA
A novel assay for measuring recombinant human lysophosphatidylcholine acyltransferase 3 activity
Du X, et al.
FEBS Open Bio, 9(10), 1734-1743 (2019)
Jeffrey M McCue et al.
Prostaglandins & other lipid mediators, 90(1-2), 42-48 (2009-08-18)
Arachidonoyl amino acids are a class of endogenous lipid messengers that are expressed in the mammalian central nervous system and peripherally. While several of their prominent pharmacologic effects have been documented, the mechanism by which arachidonoyl amino acids are biosynthesized
Gabriela Montero-Moran et al.
Journal of lipid research, 51(4), 709-719 (2009-10-06)
Mutations in human CGI-58/ABHD5 cause Chanarin-Dorfman syndrome (CDS), characterized by excessive storage of triacylglycerol in tissues. CGI-58 is an alpha/beta-hydrolase fold enzyme expressed in all vertebrates. The carboxyl terminus includes a highly conserved consensus sequence (HXXXXD) for acyltransferase activity. Mouse

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