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C3019

Sigma-Aldrich

Coenzyme A trilithium salt

≥93%

Synonym(s):

CoA Li3

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About This Item

Empirical Formula (Hill Notation):
C21H33Li3N7O16P3S
CAS Number:
Molecular Weight:
785.33
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

assay

≥93%

form

powder

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].CC(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)C(O)C(=O)NCCC(=O)NCCS

InChI

1S/C21H36N7O16P3S.3Li/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28;;;/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35);;;/q;3*+1/p-3/t11-,14-,15-,16?,20-;;;/m1.../s1

InChI key

QSCBPHBAFBVXRK-HJKJOZROSA-K

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General description

Coenzyme A (CoA) is synthesized from phosphopantothenate by the action of enzyme pantothenate kinase and is the master regulator.

Application

Coenzyme A trilithium salt has been used:
  • in standard curve generation in the kinetic assay of acetyltransferase Gcn5 acylation
  • as a cofactor in JNADH and JNADPH production assay
  • in the labeling of Alexa647 (AF647) probe

Biochem/physiol Actions

Coenzyme A (CoA, CoASH, HSCoA) is a coenzyme that facilitates enzymatic acyl-group transfer reactions and supports the synthesis and oxidation of fatty acids. CoA is involved in the mechanisms of a wide variety of enzymes. Acyl CoA accumulation is implicated in metabolic disorders and may indirectly lead to the pathogenesis associated with carbon-induced mitochondrial stress heart failure, diabetes and obesity.

Other Notes

For more more technical information and a complete list of Coenzyme A deriviatives visit the Acyl Transfer Reagents Resource.

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)

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’.

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Structural basis for acyl-group discrimination by human Gcn5L2
Ringel AE and Wolberger C
Acta crystallographica. Section D, Structural biology, 72(7), 841-848 (2016)
Constructing a synthetic pathway for acetyl-coenzyme A from one-carbon through enzyme design
Lu X, et al.
Nature Communications, 10(1), 1378-1378 (2019)
Pantothenate kinase regulation of the intracellular concentration of coenzyme A
Rock CO, et al.
The Journal of biological chemistry, 275(2), 1377-1383 (2000)
Devin T Edwards et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(12) (2021-03-17)
Single-molecule force spectroscopy is a powerful tool for studying protein folding. Over the last decade, a key question has emerged: how are changes in intrinsic biomolecular dynamics altered by attachment to μm-scale force probes via flexible linkers? Here, we studied
Jessica P Kuppan et al.
eLife, 10 (2021-09-30)
The complement system is a critical host defense against infection, playing a protective role that can also enhance disease if dysregulated. Although many consequences of complement activation during viral infection are well established, mechanisms that determine the extent to which

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