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28007

Sigma-Aldrich

Crotonoyl coenzyme A trilithium salt

~90% (HPLC)

Synonyme(s) :

trans-2-Butenoyl coenzyme A trilithium salt

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About This Item

Formule empirique (notation de Hill):
C25H37Li3N7O17P3S
Poids moléculaire :
853.41
Numéro MDL:
MFCD00151226
Code UNSPSC :
41106305
ID de substance PubChem :
57648286
Nomenclature NACRES :
NA.51

Pureté

~90% (HPLC)

Forme

solid

Impuretés

≤10% water

Solubilité

H2O: 50 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

[Li+].[Li+].[Li+].C\C=C\C(=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/C25H40N7O17P3S.3Li/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32;;;/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40);;;/q;3*+1/p-3/b5-4+;;;/t14-,18-,19-,20+,24-;;;/m1.../s1

Clé InChI

LUYQFKSDLNQLEG-OUWZIDFPSA-K

Application

Crotonoyl coenzyme A (Crotonoyl -CoA) may be used in anti-tubercular and anti-malarial drug research as a substrate to help identify and characterized enzymes such as Plasmodium falciparum enoyl-ACP reductase (PfENR) and other enoyl-CoA reductases that may be effective drug targets. Crotonoyl -CoA may be used as a substrate analogue for kinetic studies on ß-hydroxyacyl-acyl carrier protein (ACP) dehydratase (FabZ).

Autres remarques

Oxidation-reduction of general acyl-CoA dehydrogenase by the butyryl-CoA/crotonyl-CoA couple; Purification of rat liver microsomal trans-2-enoyl-CoA reductase

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Peng Liao et al.
Biochemical and biophysical research communications, 524(3), 730-735 (2020-02-10)
Post-translational modifications (PTMs) play pivotal roles in controlling the stability and activity of the tumor suppressor p53 in response to distinct stressors. Here we report an unexpected finding of a short chain fatty acid modification of p53 in human cells.
A new β-hydroxyacyl-acyl carrier protein dehydratase (FabZ) from Helicobacter pylori: Molecular cloning, enzymatic characterization, and structural modeling.
Liu W, Luo C, Han C, Peng S, et al.
Biochemical and Biophysical Research Communications, 12, 1078-1086 (2005)
Neha Kapoor et al.
IUBMB life, 61(11), 1083-1091 (2009-10-28)
A structure-based approach has been adopted to develop 2'-substituted analogs of triclosan. The Cl at position 2' in ring B of triclosan was chemically substituted with other functional groups like NH(2), NO(2) and their inhibitory potencies against PfENR were determined.
Sara Tucci et al.
FEBS letters, 581(8), 1561-1566 (2007-03-27)
An NADH-dependent trans-2-enoyl-CoA reductase (EC1.1.1.36) from the Gram negative spirochete Treponema denticola was identified, expressed and biochemically characterized. The recombinant protein is a monomeric enzyme with a molecular mass of 44 kDa with a specific activity of 43+/-4.8 U/mg (micromol
Mili Kapoor et al.
The Biochemical journal, 381(Pt 3), 725-733 (2004-05-06)
The binding of enoyl-ACP (acyl-carrier protein) reductase from Plasmodium falciparum (PfENR) with its substrates and inhibitors has been analysed by SPR (surface plasmon resonance). The binding of the substrate analogue crotonoyl-CoA and coenzyme NADH to PfENR was monitored in real
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