• 7-Aminocephalosporanic Acid

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SKU: A093

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Description

7-Aminocephalosporanic Acid (7-ACA) is a key intermediate in the production of a wide variety of semisynthetic Cephalosporin antibiotics.  It is an inhibitor of bacterial (S. aureus) β-lactamase.  Cephalosporin C , isolated in 1950 from Cephalosporium, is regarded as a derivative of 7-ACA.  7-ACA is insoluble in water and DMSO.

    CAS Number

    957-68-6

    Molecular Formula

    C10H12N2O5S

    Molecular Weight

    272.28

    Mechanism of Action

    7-Aminocephalosporanic Acid interferes with bacterial cell wall synthesis.

    Storage Conditions

    2-8°C

    Tariff Code

    2934.99.9001

    Spectrum

    Gram-positive bacteria

Applications

    Application

    7-Aminocephalosporanic Acid can be used as a starting material to synthesize semi-synthetic cephalosporin antibiotics.

Specifications

    Form

    Powder

    Appearance

    White or off-white powder

    Absorbance

    425nm: Not more than 0.1

    pH

    3.0 - 5.0

    Optical Rotation

    Not less than +86°

    Loss on Drying

    Not more than 1.0%

    Sulfated Ash

    Not more than 0.5%

References

    References

    Bianchi D, Bortolo R, Golini P, and Cesti P et al (1998)  Enzymatic transformation of Cephalosporin C to 7-ACA by simultaneous action of immobilized D-amino acid oxidase and glutaryl-7-ACA Acylase.   Appl. Biochem. Biotechnol. 73: 257

    Loder B, Newton GGF, and E. P. Abraham EP (1961) The Cephalosporin C nucleus (7-Aminocephalosporanic Acid) and some of its derivatives.  Biochem. J. 79(2):408-416 PMID 13763020

    Morin RB, Jackson BG, Flynn EH and Roeske RW (1962)  Chemistry of cephalosporin antibiotics. 1. 7-Aminocephalosporanic Acid from Cephalosporin C. J. Am. Chem. Soc. 84(17):3400-3401

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