SKU: A093  / 
    CAS Number: 957-68-6

    7-Aminocephalosporanic Acid


    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.  It is derived from mild acid hydrolysis of Cephalosporin C, catalyzed by GI-7-ACA acylase.  Cephalosporin C was isolated in 1950 from Cephalosporium.  7-Aminocephalosporanic Acid can be used as a starting material to synthesize semi-synthetic cephalosporin antibiotics and their intermediates.

    7-Aminocephalosporanic Acid is insoluble in water and DMSO. 

    Application 7-Aminocephalosporanic Acid can be used as a starting material to synthesize semi-synthetic cephalosporin antibiotics.
    Mechanism of Action 7-Aminocephalosporanic Acid interferes with bacterial cell wall synthesis.
    Cancer Research Applications

    The in vitro effect of 7-ACA on the anti-viral immune response.  7-ACA suppressed the production of of virus specific cytotoxic T-cells and the proliferation of lymphocytes in a dose-dependent manner (Heugin et al, 1986).

    Molecular Formula C10H12N2O5S

    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

    Heugin AW, Cerny A, Zinkernagel RM, and Neftel KA (1986)  Suppressive effects of B-lactam-antibiotics on in vitro generation of cytotoxic T-cells. Int. J. Immunopharmacol. 8(7):723-729

    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