A template-based mnemonic for monoamine oxidase (MAO-N) catalyzed reactions and its application to the chemo-enzymatic deracemisation of the alkaloid (+/-)-crispine A.
A template-based mnemonic has been developed for the enzyme monoamine oxidase from Aspergillus niger and has been used to successfully identify the alkaloid (+/-)-crispine A as a target for chemo-enzymatic deracemisation yielding the biologically active (R)-enantiomer in 97% e.e.
Bailey
Kevin R
KR
School of Chemistry, University of Manchester, Manchester Interdisciplinary Biocentre, 131 Princess Street, Manchester, UKM1 7DN.
Ellis
Andrew J
AJ
Reiss
Renate
R
Snape
Timothy J
TJ
Turner
Nicholas J
NJ
D000470:Alkaloids / Q000737:chemistry* / Q000378:metabolism; D001234:Aspergillus niger / Q000201:enzymology*; D031177:Carduus / Q000737:chemistry*; D002384:Catalysis; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D008995:Monoamine Oxidase / Q000737:chemistry / Q000378:metabolism*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013379:Substrate Specificity
D000470:Alkaloids; D007546:Isoquinolines; C523713:crispine A; D008995:Monoamine Oxidase