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A70909 Aldrich

(+)-6-Aminopenicillanic acid

96%

Synonym: (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-APA

  • CAS Number 551-16-6

  • Empirical Formula (Hill Notation) C8H12N2O3S

  • Molecular Weight 216.26

  •  Beilstein Registry Number 15080

  •  EC Number 208-993-4

  •  MDL number MFCD00005176

  •  PubChem Substance ID 24891174

  • Popular Documents:  FTIR (PDF)  

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F,
InChI Key   NGHVIOIJCVXTGV-ALEPSDHESA-N
assay   96%
optical activity   [α]22/D +276.3°, c = 1.2 in 0.1 M HCl
mp   198-200 °C (dec.)(lit.)
Mode of action   cell wall synthesis | interferes
storage temp.   2-8°C

Description

Packaging

10, 50 g in glass bottle

Application

It reacts with higher amino acid Schiff bases to form the corresponding β-lactam derivatives.4

General description

(+)-6-Aminopenicillanic acid is the core moiety of different penicillins. It can be prepared from the benzylpenicillin silyl ester via cleavage of the amide bond. The coating of (+)-6-aminopenicillanic acid on silver nanoparticles (6APA-AgNPs), imparts them with an ability to detect chromium (IV) in human erythrocytes.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A70909.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Price and Availability

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
2

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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