InChI key
NVIAYEIXYQCDAN-CLZZGJSISA-N
InChI
1S/C8H10N2O3S/c1-3-2-14-7-4(9)6(11)10(7)5(3)8(12)13/h4,7H,2,9H2,1H3,(H,12,13)/t4-,7-/m1/s1
SMILES string
CC1=C(N2[C@H](SC1)[C@H](N)C2=O)C(O)=O
assay
98%
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Application
Potent inhibitor of bacterial cell-wall enzyme.
P Travascio et al.
Biotechnology and bioengineering, 79(3), 334-346 (2002-07-13)
A new hydrophobic and catalytic membrane was prepared by immobilizing Penicillin G acylase (PGA, EC.3.5.1.11) from E. coli on a nylon membrane, chemically grafted with butylmethacrylate (BMA). Hexamethylenediamine (HMDA) and glutaraldehyde (Glu) were used as a spacer and coupling agent
J Robin et al.
Biotechnology and bioengineering, 83(3), 353-360 (2003-06-05)
The production kinetics of a transformed strain of Penicillium chrysogenum expressing the expandase gene from Streptomyces clavuligerus was investigated in chemostat cultivations. The recombinant strain produces adipoyl-7-aminodeacetoxycephalosporanic acid (ad-7-ADCA) as the major product; however, during the cultivations, the appearance of
Maxim I Youshko et al.
Biochimica et biophysica acta, 1599(1-2), 134-140 (2002-12-14)
Nucleophile reactivity of two most known nuclei of penicillins and cephalosporins, 6-aminopenicillanic (6-APA) and 7-aminodesacetoxycephalosporanic (7-ADCA) acids, was quantitatively characterized. In penicillin acylase (PA)-catalyzed acyl transfer reactions the relative reactivity of the added nucleophile compared to the water (i.e. nucleophile
Enzymatic 7-ADCA: I said it couldn't be done.
A Demain
Bio/technology (Nature Publishing Company), 13(1), 23-24 (1995-01-01)
C G Schroën et al.
Biotechnology and bioengineering, 73(3), 171-178 (2001-03-21)
During enzymatic kinetic synthesis of cephalexin, an activated phenylglycine derivative (phenylglycine amide or phenylglycine methyl ester) is coupled to the nucleus 7-aminodeacetoxycephalosporanic acid (7-ADCA). Simultaneously, hydrolysis of phenylglycine amide and hydrolysis of cephalexin take place. This results in a temporary
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