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Merck

P9716

Sigma-Aldrich

Palmitoyl coenzyme A lithium salt

≥90%

Sinónimos:

n-Hexadecanoyl Coenzyme A, Hexadecanoyl coenzyme A

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About This Item

Fórmula empírica (notación de Hill):
C37H65N7O17P3S · xLi+
Número de CAS:
Peso molecular:
1004.94 (free acid basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥90%

form

powder

storage temp.

−20°C

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

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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.

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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Lipid Mediators and Their Metabolism in the Brain, 245-245 (2011)
Biochemistry: The Chemical Reactions of Living Cells, 992-992 (2001)
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
The Ca2+ increase by the sperm factor in physiologically polyspermic newt fertilization: its signaling mechanism in egg cytoplasm and the species-specificity
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