68186

Sigma-Aldrich

Benzylpenicilloic acid disodium salt, mixture of epimeres

≥95% (HPLC)

Sinônimo(s):
4-Carboxy-5,5-dimethyl-α-[(2-phenylacetyl)amino]-2-thiazolidineacetic acid disodium salt, Penicilloic acid disodium salt
Empirical Formula (Hill Notation):
C16H18N2Na2O5S
Peso molecular:
396.37
NACRES:
NA.85

Nível de qualidade

100

teor

≥95% (HPLC)

forma

neat

aplicação(ões)

HPLC: suitable
gas chromatography (GC): suitable

cor

white

Modo de ação

cell wall synthesis | interferes
enzyme | inhibits

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

formato

neat

temperatura de armazenamento

2-8°C

Categorias relacionadas

Descrição geral

This product is a penicilloic acid with the N-acyl group phenylacetyl as side-chain. In alkaline medium, 5R,6R-Benzylpenicilloic acid epimerizes slowly to 5S,6R-benzylpenicilloic acid until equilibrium.

Aplicação

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Outras notas

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Keep in a dry place.

RIDADR

NONH for all modes of transport

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Certificado de análise
Certificado de origem
Sander S van Berkel et al.
ACS chemical biology, 8(10), 2112-2116 (2013-08-01)
β-Lactam antibiotics react with penicillin binding proteins (PBPs) to form relatively stable acyl-enzyme complexes. We describe structures derived from the reaction of piperacillin with PBP3 (Pseudomonas aeruginosa) including not only the anticipated acyl-enzyme complex but also an unprecedented complex with...
Degradation of benzylpenicillin at pH 7.5 to D-benzylpenicilloic acid.
B B LEVINE
Nature, 187, 939-940 (1960-09-10)
I Ghebre-Sellassie et al.
Journal of pharmaceutical sciences, 73(1), 125-128 (1984-01-01)
5R,6R-Benzylpenicilloic acid was found to epimerize slowly in alkaline media to 5S,6R-benzylpenicilloic acid until equilibrium was established. Epimerization proceeded via the imine tautomer of penamaldic acid rather than the enamine form and was found to favor the 5S,6R-epimer at equilibrium....
Chuangji Liu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(7-8), 533-540 (2011-02-09)
A rapid, sensitive, and specific method for the determination of amoxicillin (AMO), amoxicilloic acid (AMA), amoxicillin diketopiperazine-2',5'-dione (DIKETO), penicillin G (PEN G), benzylpenicilloic acid (BPA-1), benzylpenilloic acid (BPA-2), and benzylpenillic acid (BPA-3) in bovine milk using ultra-high-performance liquid chromatography-tandem mass...
Reza M Seifar et al.
Journal of chromatography. A, 1187(1-2), 103-110 (2008-02-26)
A rapid, sensitive and selective ion-pair reversed-phase liquid chromatography-electrospray ionization isotope dilution tandem mass spectrometry (IP-LC-ESI-ID-MS/MS) was developed for quantitative analysis of free intracellular metabolites in cell cultures. As an application a group of compounds involved in penicillin biosynthesis pathway...

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