Inhibitor Report for: 18-carboxymethoxy-cleaviminium Cleaviminium intermediate General
Type Natural , Alkaloid Chemical_Nomenclature methyl (13R,15R)-17-ethyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaene-13-carboxylate Canonical SMILES CCC1=CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)C(=O)OC InChI InChI=1S/C21H26N2O2/c1-3-14-10-15-11-18(21(24)25-2)20-17(8-9-23(12-14)13-15)16-6-4-5-7-19(16)22-20/h4-7,10,15,18,22H,3,8-9,11-13H2,1-2H3/t15-,18+/m0/s1 InChIKey DVKSNWMGQWIOHA-MAUKXSAKSA-N Other name(s) KJE ; 18beta-Carboxycleavamine methyl
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Target
Families | 18-carboxymethoxy-cleaviminium ligand of proteins in family: Plant_carboxylesterase Stucture | 1 structure : 6RT8 : Structure of catharanthine synthase - an alpha-beta hydrolase from Catharanthus roseus with a cleaviminium intermediate bound Protein | castro-CS
References:
Title: Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloidsCaputi L , Franke J , Bussey K , Farrow SC , Vieira IJC , Stevenson CEM , Lawson DM , O'Connor SE Ref: Nat Chemical Biology, 16 :383, 2020 : PubMed Abstract ESTHER: Caputi_2020_Nat.Chem.Biol_16_383 PubMedSearch: Caputi 2020 Nat.Chem.Biol 16 383 PubMedID: 32066966 Gene_locus related to this paper: castro-CS ,
castro-TS ,
9gent-CorS Inhibitor(s) related to this paper: 18-carboxymethoxy-cleaviminium Abstract
Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.
