Skip to Content
Merck
All Photos(5)

Key Documents

P9716

Sigma-Aldrich

Palmitoyl coenzyme A lithium salt

≥90%

Synonym(s):

n-Hexadecanoyl Coenzyme A, Hexadecanoyl coenzyme A

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C37H65N7O17P3S · xLi+
CAS Number:
Molecular Weight:
1004.94 (free acid basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

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

Looking for similar products? Visit Product Comparison Guide

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
The Ca2+ increase by the sperm factor in physiologically polyspermic newt fertilization: its signaling mechanism in egg cytoplasm and the species-specificity
Harada Y, et al.
Developmental Biology, 351(2), 266-276 (2011)

Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service