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Merck

P9716

Palmitoyl coenzyme A lithium salt

≥90%, 3-ketodihydrosphingosine precursor, powder

Sinónimos:

n-Hexadecanoyl Coenzyme A, Hexadecanoyl coenzyme A

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Fórmula empírica (notación de Hill):
C37H65N7O17P3S · xLi+
Número CAS:
Peso molecular:
1004.94 (free acid basis)
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥90%
Form:
powder
Quality level:
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Nombre del producto

Palmitoyl coenzyme A lithium salt, ≥90%

SMILES string

[Li+].CCCCCCCCCCCCCCCC(=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/C37H66N7O17P3S.Li/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44;/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52);/q;+1/p-1/t26-,30-,31-,32+,36-;/m1./s1

InChI key

BSAYABVAJQBKKB-NNGKVBCISA-M

assay

≥90%

form

powder

storage temp.

−20°C

Quality Level

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Application

Palmitoyl coenzyme A lithium salt has been used for microinjecting newt egg, to study the effect of citrate synthase inhibition in egg activation. It has also been used in reaction mix for thioesterase I (tesA) enzymatic activity assay.Palmitoyl coenzyme A lithium salt has been used in in vitro S-palmitoylation of cyclophilin D.

Biochem/physiol Actions

Palmitoyl coenzyme A (CoA) is an acyl-CoA and a precursor of 3-ketodihydrosphingosine, a key element of sphingoid base backbone during the De novo sphingolipid biosynthesis. Palmitoyl CoA is a long chain fatty acid (C16) covalently linked to Coenzyme A. Covalent attachment of palmitate is a common occurrence on a wide variety of viral and cellular proteins and plays a role in promoting membrane binding. Palmitoylation may also be a general mechanism for prolonging or potentiating G-protein signaling.
Palmitoyl coenzyme A is useful in the biosynthesis of sphingosine, a component of sphingolipids and phospholipids.β-Oxidation of Palmitoyl-CoA yields 8 acetyl-CoA molecules and 14 pairs of hydrogen atoms.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Velayoudame Parthibane et al.
The Journal of biological chemistry, 296, 100491-100491 (2021-03-05)
Serine palmitoyltransferase complex (SPT) mediates the first and rate-limiting step in the de novo sphingolipid biosynthetic pathway. The larger subunits SPTLC1 and SPTLC2/SPTLC3 together form the catalytic core while a smaller third subunit either SSSPTA or SSSPTB has been shown
Biochemistry: The Chemical Reactions of Living Cells, 992-992 (2001)
Diel light: dark cycles significantly reduce FFA accumulation in FFA producing mutants of Synechocystis sp. PCC 6803 compared to continuous light
Cheah YE, et al.
Algal research, 12, 487-496 (2015)
Lipid Mediators and Their Metabolism in the Brain, 245-245 (2011)
Evan L Brittain et al.
Circulation, 133(20), 1936-1944 (2016-03-24)
The mechanisms of right ventricular (RV) failure in pulmonary arterial hypertension (PAH) are poorly understood. Abnormalities in fatty acid (FA) metabolism have been described in experimental models of PAH, but systemic and myocardial FA metabolism has not been studied in

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