(+)-6-Aminopenicillanic Acid

• CAT Number: R056052
• CAS Number: 551-16-6
• Molecular Formula: C8H12N2O3S
• Molecular Weight: 216.26
• Purity: ≥95%
• Synonyms: (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid; 6-APA; 6-APS; 6β-Aminopenicillanic acid; NSC 50071; [2S-(2α,5α,6β)]-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid; 6-Aminopen
• Target: Bacterial
• Storage: -20°C
• IUPAC Name: (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• InChI: InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
• InChIKey: NGHVIOIJCVXTGV-ALEPSDHESA-N
• SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C

(+)-6-Aminopenicillanic Acid（Cat No.:R056052）is a core structural component of penicillin antibiotics, essential for synthesizing various beta-lactam antibiotics. It serves as the nucleus to which side chains are added, creating different penicillin derivatives with targeted antibacterial properties. This compound contains a beta-lactam ring, which inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins, leading to cell lysis. Widely used in antibiotic production, (+)-6-aminopenicillanic acid is valued for its versatility and effectiveness in generating penicillin-based drugs, making it a cornerstone in pharmaceutical antibiotic development.

Reference

International Journal of Antimicrobial Agents, Volume 29, Issue 5, May 2007, Page 613