The genetic and molecular basis for sunscreen biosynthesis in cyanobacteria.
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.
Balskus
Emily P
EP
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA 02115, USA.
Walsh
Christopher T
CT
D000255:Adenosine Triphosphate / Q000378:metabolism; D046870:Anabaena variabilis / Q000201:enzymology / Q000235:genetics* / Q000378:metabolism*; D001426:Bacterial Proteins / Q000235:genetics* / Q000378:metabolism; D055162:Biocatalysis; D003001:Cloning, Molecular; D003511:Cyclohexanols; D003514:Cyclohexylamines / Q000737:chemistry; D004926:Escherichia coli / Q000235:genetics / Q000378:metabolism; D005798:Genes, Bacterial; D005998:Glycine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry; D007097:Imines / Q000378:metabolism; D008025:Ligases / Q000235:genetics / Q000378:metabolism; D008780:Methyltransferases / Q000235:genetics / Q000378:metabolism; D005810:Multigene Family; D046937:Nostoc / Q000201:enzymology / Q000235:genetics / Q000378:metabolism; D016366:Open Reading Frames; D013473:Sunscreening Agents / Q000378:metabolism*; D014466:Ultraviolet Rays
D001426:Bacterial Proteins; D003511:Cyclohexanols; D003514:Cyclohexylamines; D007097:Imines; D013473:Sunscreening Agents; C463482:mycosporine-2-glycine; D000255:Adenosine Triphosphate; C494891:shinorine; D008780:Methyltransferases; D008025:Ligases; D005998:Glycine
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