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Key Documents

A5837

Sigma-Aldrich

Arachidonoyl coenzyme A lithium salt

≥85%

Synonym(s):

Arachidonoyl CoA lithium salt, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoyl coenzyme A lithium salt

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About This Item

Empirical Formula (Hill Notation):
C41H66N7O17P3S · xLi+
CAS Number:
Molecular Weight:
1053.99 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

Assay

≥85%

form

powder

storage temp.

−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

InChI key

PFJKRDANWCBXHE-VKSULDSYSA-M

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Application

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 Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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