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
EC Number: 208-993-4
MDL Number: MFCD00005176
Linear Formula: C8H12N2O3S
Product Type: Chemical
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antibiotic activity spectrum |
Gram-positive bacteria |
assay |
96% |
form |
powder |
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 |
InChI key |
NGHVIOIJCVXTGV-ALEPSDHESA-N |
mode of action |
cell wall synthesis | interferes |
mp |
198-200 °C (dec.) (lit.) |
optical activity |
[α]22/D +276.3°, c = 1.2 in 0.1 M HCl |
SMILES string |
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O |
storage temp. |
2-8°C |
Application: |
(+)-6-Aminopenicillanic acid can be used as a starting material for the synthesis of (6S,7S)-cephalosporins, and organotin polyamine esters by reacting with organotin dihalides via interfacial polycondensation. |
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. |
General description: |
Chemical structure: ß-lactam |
Packaging: |
10, 50 g in glass bottle |
Purity |
96% |
mp |
198-200 °C (dec.) (lit.) |
Storage Temp. |
2-8°C |
UNSPSC |
12352005 |