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Substrate Report for: Ampicillin

Name Class
AmpicillinTypeAntibiotic
Azabicyclo
Other_NameAminobenzylpenicillin
Ampicillin acid
Amcill
Ampicilline
Polycillin
Chemical_Nomenclature(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
FormulaC16H19N3O4S
MW349.40
PaperBlum_2010_J.Mol.Catal.B.Enzym_67_21
Barends_2006_J.Biol.Chem_281_5804
Zhou_2019_Sci.Rep_9_15564
Barends_2003_Acta.Crystallogr.D.Biol.Crystallogr_59_2237
Structure1NX9
CommentAmpicillin is a broad-spectrum, beta-lactam penicillin antibiotic. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. This interrupts bacterial cell wall synthesis.
Gene_locusxanax-GAA
acepa-AEHA
pig-EST1
pig-a0a1s6l967
CID6249
FamilyCocaine_esterase
Peptidase_S15
Carb_B_Chordata
InChIKeyAVKUERGKIZMTKX-NJBDSQKTSA-N
CanonicalSMILESCC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
InChIInChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
WikipediaAmpicillin

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Please cite: Lenfant 2013 Nucleic.Acids.Res. or Marchot Chatonnet 2012 Prot.Pept Lett.
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