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870714P

Avanti

14:0 Coenzyme A

Avanti Polar Lipids 870714P, powder

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Synonym(s):
myristoyl Coenzyme A (ammonium salt)
Empirical Formula (Hill Notation):
C35H71N10O17P3S
CAS Number:
799812-85-4
Molecular Weight:
1028.98
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (870714P-5mg)

manufacturer/tradename

Avanti Polar Lipids 870714P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@](C(NCCC(NCCSC(CCCCCCCCCCCCC)=O)=O)=O)(C(C)(COP([O-])(OP([O-])(OC[C@H]([C@H]1OP([O-])(O)=O)O[C@H]([C@@H]1O)N2C3=C(C(N)=NC=N3)N=C2)=O)=O)C)[H].[NH4+].[NH4+].[NH4+]

InChI

1S/C35H62N7O17P3S.3H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42;;;/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50);3*1H3/t24-,28?,29+,30+,34-;;;/m1.../s1

InChI key

DSAPDQDCGNIALG-YNLIGXKZSA-N

General description

14:0 Coenzyme A, also known as myristoyl coenzyme A, is a coenzyme A derivative of myristic acid. 14:0 Coenzyme A is a long-chain acyl CoA.

Application

14:0 Coenzyme A may be used as a standard in quantitative ultraperformance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) method for simultaneous analysis of tissue long-chain acyl-CoA (LCACoA) concentration.

Biochem/physiol Actions

14:0 Coenzyme A is an important lipid metabolite. It acts as a N-myristoyltransferase substrate during myristoylation. Myristoylation is a protein lipid modification involving the addition of myristoyl group to proteins either during translation to modify protein activity or post-translationally in apoptotic cells.

Packaging

5 mL Amber Glass Screw Cap Vial (870714P-5mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

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R S Bhatnagar et al.
Biochimica et biophysica acta, 1441(2-3), 162-172 (1999-11-26)
Protein N-myristoylation is a covalent modification that occurs co-translationally in eukaryotes. Myristate, a rare 14 carbon saturated fatty acid (C14:0), is attached, via an amide linkage, to the N-terminal glycine of a subset of eukaryotic and viral proteins by myristoyl-CoA:protein
Measuring long-chain acyl-476 coenzyme A concentrations and enrichment using liquid chromatography/tandem mass 477 spectrometry with selected reaction monitoring
Blachnio-Zabielska AU, et al.
Rapid Communications in Mass Spectrometry, 25(1), 2223-2478 (2011)
Dale D O Martin et al.
Biochimie, 93(1), 18-31 (2010-11-09)
Myristoylation corresponds to the irreversible covalent linkage of the 14-carbon saturated fatty acid, myristic acid, to the N-terminal glycine of many eukaryotic and viral proteins. It is catalyzed by N-myristoyltransferase. Typically, the myristate moiety participates in protein subcellular localization by
Agnieszka U Blachnio-Zabielska et al.
Rapid communications in mass spectrometry : RCM, 25(15), 2223-2230 (2011-07-08)
Long-chain acyl-coenzymes A (acyl-CoAs) (LCACoA) are the activated forms of long-chain fatty acids and serve as key lipid metabolites. Excess accumulation of intracellular LCACoA, diacylglycerols (DAGs) and ceramides may create insulin resistance with respect to glucose metabolism. We present a

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