Hydrolases;
Acting on carbon-nitrogen bonds, other than peptide bonds;
In linear amides
BRITE hierarchy

phthalyl-amide amidohydrolase

a phthalylamide + H2O = phthalic acid + a substituted amine [RN:R05167]

R05167
Reaction

phthalylamide [CPD:C06374];
H2O [CPD:C00001]

In the entry, "phthalyl" is used to mean "2-carboxybenzoyl". The enzyme from Xanthobacter agilis hydrolyses phthalylated amino acids, peptides, beta-lactams, aromatic and aliphatic amines. The substituent on nitrogen may be an alkyl group, but may also be complex, giving an amino acid or peptide derivative. Substitutions on the phthalyl ring include 6-F, 6-NH2, 3-OH, and a nitrogen in the aromatic ring ortho to the carboxy group attached to the amine. No cofactors are required

EC 3.5.1.79 created 1999

1

Briggs, B.S., Kreuzman, A.J., Whitesitt, C., Yeh, W.K., Zmijewski, M.

Discovery, purification, and properties of o-phthalyl amidase from Xanthobacter agilis.

J Mol Catal, B Enzym 2:53-69 (1996)

2

Black, T.D., Briggs, B.S., Evans, R., Muth, W.L., Vangala, S., Zmijewski, M.J.

o-Phthalyl amidase in the synthesis of Loracarbef: process development using this novel biocatalyst.

Biotechnol Lett 18:875-880 (1996)

3

Costello, C., Kreuzman, A., Zmijewski, M.

Selective deprotection of phthalyl protected proteins.

Tetrahedron Lett 37:7469-7472 (1996)

4

Briggs, B.S., Zmijewski, M.J.

Enzyme from microbial source: phthalyl amidase.

Chem Abstr 123:25010 (1995)