5O98

Binary complex of Catharanthus roseus Vitrosamine Synthase with NADP+

Summary for 5O98

• Entry DOI: 10.2210/pdb5o98/pdb
• Descriptor: Alcohol dehydrogenase 1, NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE (3 entities in total)
• Functional Keywords: alkaloid, natural product, biosynthesis, short chain dehydrogenase, oxidoreductase
• Biological source: Catharanthus roseus (Madagascar periwinkle)
• Total number of polymer chains: 2
• Total formula weight: 70509.21

Authors

Stavrinides, A.K.,Tatsis, E.C.,Dang, T.T.,Caputi, L.,Stevenson, C.E.M.,Lawson, D.M.,Schneider, B.,O'Connor, S.E. (deposition date: 2017-06-16, release date: 2018-02-21, Last modification date: 2024-01-17)

Primary citation

Stavrinides, A.K.,Tatsis, E.C.,Dang, T.T.,Caputi, L.,Stevenson, C.E.M.,Lawson, D.M.,Schneider, B.,O'Connor, S.E.
Discovery of a Short-Chain Dehydrogenase from Catharanthus roseus that Produces a New Monoterpene Indole Alkaloid.
Chembiochem, 19:940-948, 2018

PubMed Abstract: Plant monoterpene indole alkaloids, a large class of natural products, derive from the biosynthetic intermediate strictosidine aglycone. Strictosidine aglycone, which can exist as a variety of isomers, can be reduced to form numerous different structures. We have discovered a short-chain alcohol dehydrogenase (SDR) from plant producers of monoterpene indole alkaloids (Catharanthus roseus and Rauvolfia serpentina) that reduce strictosidine aglycone and produce an alkaloid that does not correspond to any previously reported compound. Here we report the structural characterization of this product, which we have named vitrosamine, as well as the crystal structure of the SDR. This discovery highlights the structural versatility of the strictosidine aglycone biosynthetic intermediate and expands the range of enzymatic reactions that SDRs can catalyse. This discovery further highlights how a sequence-based gene mining discovery approach in plants can reveal cryptic chemistry that would not be uncovered by classical natural product chemistry approaches.

PubMed: 29424954
DOI: 10.1002/cbic.201700621

Experimental method

X-RAY DIFFRACTION (1.55 Å)