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L9754

Sigma-Aldrich

Linoleoyl coenzyme A lithium salt

≥85%

Synonym(s):

(cis,cis)-9,12-Octadecadienoyl Coenzyme A

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About This Item

Empirical Formula (Hill Notation):
C39H66N7O17P3S
CAS Number:
103476-22-8
Molecular Weight:
1029.96
MDL number:
MFCD01310865
UNSPSC Code:
41106305
PubChem Substance ID:
24896461

assay

≥85%

storage temp.

−20°C

SMILES string

[Li].CCCCC\C=C\C\C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)n2cnc3c(N)ncnc23

InChI

1S/C39H66N7O17P3S.Li.H/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46;;/h8-9,11-12,26-28,32-34,38,49-50H,4-7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54);;/b9-8+,12-11+;;

InChI key

CQYVZXLGBQGVMO-VTXMMSKZSA-N

Biochem/physiol Actions

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Linoleoyl coenzyme A is a substrate used to study the specificity and kinetics of mitochondrial linoleoyl-coenzyme monolysocardiolipin acyltransferase-1 (MLCL AT-1) and acyl-CoA: lysophosphatidylcholine acyltransferase (LPCAT).

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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Mauricio A Retamal et al.
Pflugers Archiv : European journal of physiology, 461(6), 635-643 (2011-03-02)
Connexins form hemichannels at undocked plasma membranes and gap-junction channels (GJCs) at intercellular contacting zones. Under physiological conditions, hemichannels have low open probabilities, but their activation under pathological conditions, such as ischemia, induces and/or accelerates cell death. Connexin 46 (Cx46)
Michael Kazachkov et al.
Lipids, 43(10), 895-902 (2008-09-11)
An important enzyme involved in phospholipid turnover is the acyl-CoA: lysophosphatidylcholine acyltransferase (LPCAT). Here, we report characterization of a newly discovered human LPCAT (LPCAT3), which has distinct substrate preferences strikingly consistent with a role in phosphatidylcholine (PtdCho) remodeling and modulating
William A Taylor et al.
The Journal of biological chemistry, 284(44), 30360-30371 (2009-09-10)
Here we report the identification of a previously uncharacterized human protein as the human monolysocardiolipin acyltransferase-1 (MLCL AT-1). Pig liver mitochondria were treated with n-butyl alcohol followed by Q-Sepharose chromatography, preparative gel electrophoresis, cytidine diphosphate-1,2-diacyl-sn-glycerol-Sepharose chromatography, and finally monolysocardiolipin-adriamycin-agarose affinity

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