Evidence for the involvement of arginyl residue at the active site of penicillin G acylase from Kluyvera citrophila

Biotechnol Lett. 2004 Oct;26(20):1601-6. doi: 10.1023/B:BILE.0000045660.65728.ba.

Abstract

Penicillin G acylase (PGA) is used for the commercial production of semi-synthetic penicillins. It hydrolyses the amide bond in penicillin producing 6-aminopenicillanic acid and phenylacetate. 6-Aminopenicillanic acid, having the beta-lactam nucleus, is the parent compound for all semi-synthetic penicillins. Penicillin G acylase from Kluyvera citrophila was purified and chemically modified to identify the role of arginine in catalysis. Modification with 20 mM phenylglyoxal and 50 mM 2,3-butanedione resulted in 82% and 78% inactivation, respectively. Inactivation was prevented by protection with benzylpenicillin or phenylacetate at 50 mM. The reaction followed psuedo-first order kinetics and the inactivation kinetics (V(max), K(m), and k(cat)) of native and modified enzyme indicates the essentiality of arginyl residue in catalysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Substitution
  • Arginine / analysis
  • Arginine / chemistry*
  • Binding Sites
  • Catalysis
  • Enzyme Activation
  • Kinetics
  • Kluyvera / enzymology*
  • Penicillin Amidase / analysis*
  • Penicillin Amidase / chemistry*
  • Protein Binding
  • Structure-Activity Relationship

Substances

  • Arginine
  • Penicillin Amidase