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About This Item
Empirical Formula (Hill Notation):
C8H10N2O3S
CAS Number:
Molecular Weight:
214.24
PubChem Substance ID:
MDL number:
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.
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Wynand B L Alkema et al.
European journal of biochemistry, 270(18), 3675-3683 (2003-09-03)
Penicillin acylase catalyses the hydrolysis and synthesis of semisynthetic beta-lactam antibiotics via formation of a covalent acyl-enzyme intermediate. The kinetic and mechanistic aspects of these reactions were studied. Stopped-flow experiments with the penicillin and ampicillin analogues 2-nitro-5-phenylacetoxy-benzoic acid (NIPAOB) and
A Dubus et al.
Cellular and molecular life sciences : CMLS, 58(5-6), 835-843 (2001-07-05)
Deacetoxycephalosporin C synthase from Streptomyces clavuligerus catalyses the conversion of the five-membered penicillin ring to the unsaturated six-membered cephem ring of deacetoxycephalosporin C. The effects on enzyme activity of the penicillin substrate sidechain and various cofactors were investigated using a
C G Schroën et al.
Biotechnology and bioengineering, 70(6), 654-661 (2000-11-07)
One of the building blocks of cephalosporin antibiotics is 7-amino-deacetoxycephalosporanic acid (7-ADCA). It is currently produced from penicillin G using an elaborate chemical ring-expansion step followed by an enzyme-catalyzed hydrolysis. However, 7-ADCA-like components can also be produced by direct fermentation.
R Saravanane et al.
Environmental technology, 30(10), 1016-1022 (2009-11-06)
The viability of treating high-concentration antibiotic wastewater by an anaerobic membrane bioreactor was studied using submerged flat sheet membrane. The objective of the study was to determine the effect of organic loading rate and hydraulic retention time on the removal
J Robin et al.
Biotechnology and bioengineering, 83(3), 361-368 (2003-06-05)
The growth stoichiometry of a Penicillium chrysogenum strain expressing the expandase gene from Streptomyces clavuligerus was determined in glucose-limited chemostat cultivations using a chemically defined medium. This strain produces adipoyl-7-aminodeacetoxycephalosporanic acid (ad-7-ADCA) when it is fed with adipic acid. The
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