The genetic and molecular basis for sunscreen biosynthesis in cyanobacteria

Science. 2010 Sep 24;329(5999):1653-6. doi: 10.1126/science.1193637. Epub 2010 Sep 2.

Abstract

Ultraviolet UV-A and UV-B radiation is harmful to living systems, causing damage to biological macromolecules. An important strategy for dealing with UV exposure is the biosynthesis of small-molecule sunscreens. Among such metabolites, the mycosporine and mycosporine-like amino acids (MAAs) are remarkable for their wide phylogenetic distribution and their unique chemical structures. Here, we report the identification of a MAA biosynthetic gene cluster in a cyanobacterium and the discovery of analogous pathways in other sequenced organisms. We have expressed the cluster in a heterologous bacterial host and characterized all four biosynthetic enzymes in vitro. In addition to clarifying the origin of the MAAs, these efforts have revealed two unprecedented enzymatic strategies for imine formation.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Adenosine Triphosphate / metabolism
  • Anabaena variabilis / enzymology
  • Anabaena variabilis / genetics*
  • Anabaena variabilis / metabolism*
  • Bacterial Proteins / genetics*
  • Bacterial Proteins / metabolism
  • Biocatalysis
  • Cloning, Molecular
  • Cyclohexanols
  • Cyclohexylamines / chemistry
  • Escherichia coli / genetics
  • Escherichia coli / metabolism
  • Genes, Bacterial*
  • Glycine / analogs & derivatives*
  • Glycine / biosynthesis
  • Glycine / chemistry
  • Imines / metabolism
  • Ligases / genetics
  • Ligases / metabolism
  • Methyltransferases / genetics
  • Methyltransferases / metabolism
  • Multigene Family
  • Nostoc / enzymology
  • Nostoc / genetics
  • Nostoc / metabolism
  • Open Reading Frames
  • Sunscreening Agents / metabolism*
  • Ultraviolet Rays

Substances

  • Bacterial Proteins
  • Cyclohexanols
  • Cyclohexylamines
  • Imines
  • Sunscreening Agents
  • mycosporine-2-glycine
  • Adenosine Triphosphate
  • shinorine
  • Methyltransferases
  • Ligases
  • Glycine