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Merck

A8398

Sigma-Aldrich

7-Aminodesacetoxycephalosporansäure

Synonym(e):

7-ADCA

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About This Item

Empirische Formel (Hill-System):
C8H10N2O3S
CAS-Nummer:
Molekulargewicht:
214.24
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51102829
PubChem Substanz-ID:
NACRES:
NA.85

Form

powder or crystals

Qualitätsniveau

Wirkungsspektrum von Antibiotika

Gram-positive bacteria

Wirkungsweise

cell wall synthesis | interferes

Lagertemp.

2-8°C

SMILES String

CC1=C(N2[C@H](SC1)[C@H](N)C2=O)C(O)=O

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

InChIKey

NVIAYEIXYQCDAN-CLZZGJSISA-N

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Allgemeine Beschreibung

Chemical structure: ß-lactam

Anwendung

7-Aminodesacetoxycephalosporanic acid is used in the synthesis of cephalosporins and for bioconversion studies .

Biochem./physiol. Wirkung

7-ADCA is produced from penicillin G made by Penicillium chrysogenum involving several polluting chemical steps followed by enzymatic deacylation using penicillin acylase .

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place.

H-Sätze

P-Sätze

Gefahreneinstufungen

Aquatic Chronic 3

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Die Dokumentenbibliothek aufrufen

Mutational analysis of a key residue in the substrate specificity of a cephalosporin acylase.
Linda G. Otten, Charles F. Sio, et al.
Chembiochem, 6, 820-825 (2004)
Linda G Otten et al.
The Journal of biological chemistry, 277(44), 42121-42127 (2002-08-29)
Using directed evolution, we have selected an adipyl acylase enzyme that can be used for a one-step bioconversion of adipyl-7-aminodesacetoxycephalosporanic acid (adipyl-7-ADCA) to 7-ADCA, an important compound for the synthesis of semisynthetic cephalosporins. The starting point for the directed evolution
A N Ivankin et al.
Prikladnaia biokhimiia i mikrobiologiia, 36(3), 303-306 (2000-06-27)
The use of peptide hydrolase (EC 3.4.13.1) from Xanthomonas rubrilineans for synthesis of the antibiotic cephalexin from 7-aminodesacetoxycephalosporanic acid was studied. The optimum conditions for production of cephalexin were determined, and the yield exceeded 80%. A method for monitoring the
C G P H Schroën et al.
Biotechnology and bioengineering, 80(2), 144-155 (2002-09-05)
Integrated process concepts for enzymatic cephalexin synthesis were investigated by our group, and this article focuses on the integration of reactions and product removal during the reactions. The last step in cephalexin production is the enzymatic kinetic coupling of activated
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.

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