Ligand 6-aminopenicillanic acid

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Basic Ligand Information

Molecular Structure
Picture of 6-aminopenicillanic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H12N2O3S
6-aminopenicillanic acid
NGHVIOIJCVXTGV-ALEPSDHESA-N
Synonyms:
6-aminopenicillanate, 6-amino penicillanic acid, 6-aminopenicillate, 6-aminopenicillinate, aminopenicillanic acid

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
6-aminopenicillanic acid + 2-oxoglutarate + O2 = ? + succinate + CO2 + H2O
show the reaction diagram
-
phenylacetyl-CoA + 6-aminopenicillanic acid + H2O = CoA + benzylpenicillin
show the reaction diagram
6-aminopenicillanic acid + H2O = (2R,4S)-2-[amino(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (46 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
penicillin G + H2O = 6-aminopenicillanic acid + phenylacetic acid
show the reaction diagram
-
-
penicillin + H2O = a carboxylate + 6-aminopenicillanate
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
high degree of Cys354 modification, occurrence of a possible coupling reaction
-
6-APA, a noncompetitive inhibitor
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
659
-
-

KM Value (3 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
17
-
-

References & Links

Links to other databases for 6-aminopenicillanic acid

ChEBI
PubChem
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PubChem