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7-Amino-3-methyl-3-cephem-4-carboxylic acid

$77

  • Brand : BIOFRON

  • Catalogue Number : BN-O1042

  • Specification : 98%(HPLC)

  • CAS number : 22252-43-3

  • Formula : C8H10N2O3S

  • Molecular Weight : 214.24

  • PUBCHEM ID : 33498

  • Volume : 5mg

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Catalogue Number

BN-O1042

Analysis Method

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

214.24

Appearance

Botanical Source

Structure Type

Category

SMILES

CC1=C(N2C(C(C2=O)N)SC1)C(=O)O

Synonyms

Cefadroxil Related Compound B/(6R,7R)-7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid/5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-methyl-8-oxo-, (6R,7R)-7beta-aminodeacetoxycephalosporanic acid/7-Aminodesacetoxycephalosporanic acid/7-ADCA/Cefalexin Impurity 2

IUPAC Name

(6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Density

1.6±0.1 g/cm3

Solubility

Flash Point

266.8±30.1 °C

Boiling Point

517.6±50.0 °C at 760 mmHg

Melting Point

234ºC (dec.)

InChl

InChl Key

NVIAYEIXYQCDAN-CLZZGJSISA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:22252-43-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27826726

Abstract

7-aminodeacetoxycephalosporanic acid (7-ADCA) is a key intermediate of many clinically useful semisynthetic cephalosporins that were traditionally prepared by processes involving chemical ring expansion of penicillin G. Bioconversion of penicillins to cephalosporins using deacetoxycephalosporin C synthase (DAOCS) is an alternative and environmentally friendly process for 7-ADCA production. Arnold Demain and co-workers pioneered such a process. Later, protein engineering efforts to improve the substrate specificity and catalytic efficiency of DAOCS for penicillins have been made by many groups, and a whole cell process using Escherichia coli for bioconversion of penicillins has been developed.

KEYWORDS

7-aminodeacetoxycephalosporanic acid (7-ADCA); Bioconversion; Deacetoxycephalosporin C synthase (DAOCS); Penicillin G; Penicillin expandase.

Title

Engineering Deacetoxycephalosporin C Synthase as a Catalyst for the Bioconversion of Penicillins

Author

Keqiang Fan 1, Baixue Lin 2, Yong Tao 2, Keqian Yang 3

Publish date

2017 May

PMID

6275774

Title

[Achievements in the Field of Obtaining and Studying New Semisynthetic Cephalosporin Antibiotics. Research in the Field of Directed Cephalosporin Synthesis]

Author

G S Rozenfel'd, S M Navashin

Publish date

1981 Nov

PMID

25985529

Abstract

Cephalosporins are widely used antibiotics owing to their broad activity spectra and low toxicity. Many of these medically important compounds are made chemically from 7-aminodeacetoxycephalosporanic acid. At present, this intermediate is made by synthetic ring-expansion of the inexpensive penicillin G to form G-7-ADCA, followed by enzymatic removal of the side chain to obtain 7-ADCA. The chemical synthetic process is expensive, complicated and environmentally unfriendly. Environmentally compatible enzymatic process is favorable compared with chemical synthesis. In our previous research, metabolic engineered Escherichia coli strain (H7/PG15) was constructed and used as whole-cell biocatalyst for the production of G-7-ADC with penicillin G as substrate. The whole-cell biocatalysis was studied by single factor experiment, including the composition of substrates and the conversion conditions (OD600, pH, concentration of penicillin G, MOPS, glucose, time and FeSO4). After optimization, 15 mmol/L of G-7-ADCA was obtained. The process is convenient, efficient and economic. This work would facilitate the industrial manufacturing and further product research.

Title

[Optimization of Whole-Cell Biocatalysis for Phenylacetyl- 7-aminodeacetoxycephalosporanic Acid Production]

Author

Jinheng Fu, Jian Zhao, Baixue Lin, Yang Xu, Yong Tao

Publish date

Nov-14


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