Enzymatic degradation of chlorodiamino-s-triazine

Appl Environ Microbiol. 2002 Sep;68(9):4672-5. doi: 10.1128/AEM.68.9.4672-4675.2002.

Abstract

2-Chloro-4,6-diamino-s-triazine (CAAT) is a metabolite of atrazine biodegradation in soils. Atrazine chlorohydrolase (AtzA) catalyzes the dechlorination of atrazine but is unreactive with CAAT. In this study, melamine deaminase (TriA), which is 98% identical to AtzA, catalyzed deamination of CAAT to produce 2-chloro-4-amino-6-hydroxy-s-triazine (CAOT). CAOT underwent dechlorination via hydroxyatrazine ethylaminohydrolase (AtzB) to yield ammelide. This represents a newly discovered dechlorination reaction for AtzB. Ammelide was subsequently hydrolyzed by N-isopropylammelide isopropylaminohydrolase to produce cyanuric acid, a compound metabolized by a variety of soil bacteria.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amidohydrolases / metabolism
  • Aminohydrolases
  • Bacterial Proteins*
  • Biodegradation, Environmental
  • Escherichia coli / enzymology*
  • Hydrolases / metabolism*
  • Hydrolysis
  • Proteins / metabolism*
  • Soil Microbiology
  • Triazines / metabolism*

Substances

  • 2-chloro-4-amino-6-hydroxy-s-triazine
  • Bacterial Proteins
  • Proteins
  • Triazines
  • 2-chloro-4,6-diamino-s-triazine
  • Hydrolases
  • Amidohydrolases
  • Aminohydrolases
  • melamine deaminase
  • AtzC protein, Pseudomonas
  • atrazine chlorohydrolase
  • ammelide