Molecular structure of 7-Aminocephalosporanic Acid, CAS Number: 957-68-6
7-Aminocephalosporanic Acid (CAS 957-68-6)
Alternate Names:
(7R)-7-Aminocephalosporanic Acid; 3-(Acetoxymethyl)-7-aminocephem-4-carboxylic Acid; 7-ACA; 7-ACS
Application:
7-Aminocephalosporanic Acid is 7-Aminocephalosporanic Acid is starting material for semi-synthetic cephalosporins. Obtained by mild acid hydrolysis of cephalosporin C.
CAS Number:
957-68-6
Molecular Weight:
272.28
Molecular Formula:
C10H12N2O5S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
7-Aminocephalosporanic acid (7-ACA) is a versatile and compound that serves as a precursor for the synthesis of β-lactam antibiotics called cephalosporins. Its applications extend beyond cephalosporins, as it has also been employed in the synthesis of other β-lactam antibiotics like penicillins and carbapenems. 7-Aminocephalosporanic acid is obtained by mild acid hydrolysis of cephalosporin C. Although the precise mechanism of action of 7-Aminocephalosporanic acid is not fully elucidated, its results are accomplished through its binding to penicillin-binding proteins (PBPs), thereby impeding the transpeptidation reaction, which is essential for the formation of bacterial cell walls.
7-Aminocephalosporanic Acid (CAS 957-68-6) References
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- Isolation and characterization of a pseudomonas strain producing glutaryl-7-aminocephalosporanic Acid acylase. | Binder, RG., et al. 1993. Appl Environ Microbiol. 59: 3321-6. PMID: 16349067
- Bioconversion of 7-Aminocephalosporanic Acid by Intact Rhodotorula glutinis Cells. | Sakai, Y., et al. 1996. Appl Environ Microbiol. 62: 2669-72. PMID: 16535370
- Improvement of the glutaryl-7-aminocephalosporanic acid acylase activity of a bacterial gamma-glutamyltranspeptidase. | Yamada, C., et al. 2008. Appl Environ Microbiol. 74: 3400-9. PMID: 18390671
- Two-step immobilized enzyme conversion of cephalosporin C to 7-aminocephalosporanic acid. | Conlon, HD., et al. 1995. Biotechnol Bioeng. 46: 510-3. PMID: 18623345
- Enhancement of glutaryl-7-aminocephalosporanic acid acylase activity of gamma-glutamyltranspeptidase of Bacillus subtilis. | Suzuki, H., et al. 2010. Biotechnol J. 5: 829-37. PMID: 20572278
- Possibilities to acylate 7-aminocephalosporanic acid to obtain some cephalosporins. | Stan, CD., et al. 2014. Rev Med Chir Soc Med Nat Iasi. 118: 244-9. PMID: 24741808
- Identification and Characterization of a New 7-Aminocephalosporanic Acid Deacetylase from Thermophilic Bacterium Alicyclobacillus tengchongensis. | Ding, JM., et al. 2016. J Bacteriol. 198: 311-20. PMID: 26527640
- Progress in One-pot Bioconversion of Cephalosporin C to 7-Aminocephalosporanic Acid. | Tan, Q., et al. 2018. Curr Pharm Biotechnol. 19: 30-42. PMID: 29745327
- Characterization of EstZY: A new acetylesterase with 7-aminocephalosporanic acid deacetylase activity from Alicyclobacillus tengchongensis. | Ding, J., et al. 2020. Int J Biol Macromol. 148: 333-341. PMID: 31954783
- A Straightforward Approach to Synthesize 7-Aminocephalosporanic Acid In Vivo in the Cephalosporin C Producer Acremonium chrysogenum. | Lin, X., et al. 2022. J Fungi (Basel). 8: PMID: 35628706
- 7-aminocephalosporanic acid, a novel HSP90β inhibitor, attenuates HFD-induced hepatic steatosis. | Zhang, W., et al. 2022. Biochem Biophys Res Commun. 622: 184-191. PMID: 35932530
- Biochemical characterization of a glutaryl-7-aminocephalosporanic acid acylase from Pseudomonas strain BL072. | Binder, R., et al. 1994. Appl Environ Microbiol. 60: 1805-9. PMID: 8031081
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
7-Aminocephalosporanic Acid, 5 g | sc-217419 | 5 g | $357.00 |