Structure and mechanism of a sub-family of enzymes related to N-acetylneuraminate lyase

J Mol Biol. 1997 Feb 21;266(2):381-99. doi: 10.1006/jmbi.1996.0769.

Abstract

We describe here a sub-family of enzymes related both structurally and functionally to N-acetylneuraminate lyase. Two members of this family (N-acetylneuraminate lyase and dihydrodipicolinate synthase) have known three-dimensional structures and we now proceed to show their structural and functional relationship to two further proteins, trans-o-hydroxybenzylidenepyruvate hydratase-aldolase and D-4-deoxy-5-oxoglucarate dehydratase. These enzymes are all thought to involve intermediate Schiff-base formation with their respective substrates. In order to understand the nature of this intermediate, we have determined the three-dimensional structure of N-acetylneuraminate lyase in complex with hydroxypyruvate (a product analogue) and in complex with one of its products (pyruvate). From these structures we deduce the presence of a closely similar Schiff-base forming motif in all members of the N-acetylneuraminate lyase sub-family. A fifth protein, MosA, is also confirmed to be a member of the sub-family although the involvement of an intermediate Schiff-base in its proposed reaction is unclear.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism
  • Binding Sites
  • Borohydrides / chemistry
  • Carbon-Carbon Lyases*
  • Clostridium perfringens / drug effects
  • Clostridium perfringens / enzymology
  • Conserved Sequence
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology
  • Escherichia coli / drug effects
  • Escherichia coli / enzymology
  • Hydro-Lyases / chemistry
  • Hydro-Lyases / metabolism
  • Models, Molecular
  • Molecular Sequence Data
  • Oxo-Acid-Lyases / antagonists & inhibitors
  • Oxo-Acid-Lyases / chemistry*
  • Oxo-Acid-Lyases / metabolism*
  • Protein Conformation
  • Protein Structure, Tertiary
  • Pyruvates / chemistry
  • Pyruvates / metabolism
  • Pyruvates / pharmacology
  • Sequence Homology, Amino Acid
  • Substrate Specificity

Substances

  • Bacterial Proteins
  • Borohydrides
  • Enzyme Inhibitors
  • Pyruvates
  • hydroxypyruvic acid
  • MosA protein, Rhizobium meliloti
  • Carbon-Carbon Lyases
  • Oxo-Acid-Lyases
  • N-acetylneuraminate lyase
  • Hydro-Lyases
  • 4-hydroxy-tetrahydrodipicolinate synthase