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Merck

P5397

n-Propionyl coenzyme A lithium salt

≥85%

Synonym(s):

n-Propionyl CoA lithium salt

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About This Item

Empirical Formula (Hill Notation):
C24H40N7O17P3S
CAS Number:
Molecular Weight:
823.60
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
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Product Name

n-Propionyl coenzyme A lithium salt, ≥85%

InChI key

CXNLEKKSVXVZAF-IEQRABFGSA-N

InChI

1S/C24H40N7O17P3S.Li/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31;/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,

SMILES string

[Li].[P](=O)(O[P](=O)(OCC([C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC)(C)C)O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O[P](=O)(O)O)O)[n]2c3ncnc(c3nc2)N)O

biological source

yeast

assay

≥85%

form

powder

solubility

H2O: soluble-50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Propionyl coenzyme A (Propionyl-CoA) may be used to characterize and study propionyl-coenzyme A carboxylase complexes found in bacteria. Propionyl-CoA may be used to study the specificity and kinetics of methylisocitrate lyase(s).

General description

Propionyl-CoA is obtained as an end product of isoleucine, valine and methionine catabolism. It is an essential component for the methylaspartate cycle. Branched-chain amino acids and cholesterol also give rise to propionyl-CoA. Propionyl coenzyme A (CoA) is the coenzyme A derivative of propionic acid. Propionyl CoA is formed during the β-oxidation of odd-chain fatty acids.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Atanas V Demirev et al.
Journal of microbiology (Seoul, Korea), 49(3), 407-412 (2011-07-01)
Acyl-CoA carboxylases (ACC) are involved in important primary or secondary metabolic pathways such as fatty acid and/or polyketides synthesis. In the 62 kb fragment of pccB gene locus of Streptomyces toxytricini producing a pancreatic inhibitor lipstatin, 3 distinct subunit genes
M A Luttik et al.
Journal of bacteriology, 182(24), 7007-7013 (2000-11-28)
The Saccharomyces cerevisiae ICL1 gene encodes isocitrate lyase, an essential enzyme for growth on ethanol and acetate. Previous studies have demonstrated that the highly homologous ICL2 gene (YPR006c) is transcribed during the growth of wild-type cells on ethanol. However, even
TetR family transcriptional regulator PccD negatively controls propionyl coenzyme A assimilation in Saccharopolyspora erythraea
Xu Z, et al.
Journal of Bacteriology, 199(20), e00281-e00217 (2017)
Atanas V Demirev et al.
Applied microbiology and biotechnology, 87(3), 1129-1139 (2010-05-04)
Streptomyces toxytricini produces lipstatin, a specific inhibitor of pancreatic lipase, which is derived from two fatty acid moieties with eight and 14 carbon atoms. The pccB gene locus in 10.6 kb fragment of S. toxytricini chromosomal DNA contains three genes
Production of 3-Hydroxypropionic Acid via the Propionyl-CoA Pathway Using Recombinant Escherichia coli Strains
Luo H, et al.
Testing, 11(5), e0156286-e0156286 (2016)

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