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UID:20250821T080950EDT-1428SVVVRF@132.216.98.100
DTSTAMP:20250821T120950Z
DESCRIPTION:This lecture will describe recent work from our laboratory aime
 d at developing new biocatalysts for enantioselective organic synthesis\, 
 with a particular emphasis on the application of engineered biocatalysts f
 or sustainable synthesis. By applying the principles of ‘biocatalytic retr
 osynthesis’ it is possible to design new synthetic routes to target molecu
 les in which biocatalysts are used in the key bond forming steps.1\n	For ex
 ample\, monoamine oxidases (MAO-N) are a family of enzymes that catalyze t
 he (S)-selective oxidation of amines to imines. MAO-N can be used as bioca
 talysts to obtain enantiomerically pure chiral amines by deracemisation or
  desymmetrisation of substrates. Recently new variants of MAO-N have been 
 developed via a combination of directed evolution and rational design in o
 rder to broad the enzyme’s substrate specificity.2\n The new mutants have 
 been used for the deracemisation of primary and secondary amines such as (
 R)-4-chlorobenzhydrylamine (building block for the synthesis of Levocetiri
 zine)\, (S)-1-phenyl-1\,2\,3\,4-tetrahydroisoquinoline (for the synthesis 
 of Solifenacin) and the two alkaloids (R)-Harmicine and (R)-Eleagnine.\nTh
 e integration of several biocatalytic transformations into multi-enzyme ca
 scade systems has also been a focus of recent work in our laboratories. In
  this context MAO-N has been used in combination with other biocatalysts a
 nd chemocatalysts in order to complete a cascade of enzymatic reactions.3-
 4 Other engineered biocatalysts that can be used in the context of cascade
  reactions include -transaminases5\, phenylalanine ammonia lyases6\, amin
 e dehydrogenases7 and imine reductases.8\n\n	References: 1 N.J. Turner and 
 E. O’Reilly\, Nature Chem. Biol.\, 2013\, 9\, 285-288. 2 D. Ghislieri\, A.
 P. Green\, M. Pontini\, S.C. Willies\, I. Rowles\, A. Frank\, G. Grogan an
 d N.J. Turner\, J. Am. Chem. Soc.\, 2013\, 135\, 10863-10869. 3 N.J. Turne
 r\, E. O’Reilly\, C. Iglesias\, D. Ghislieri\, J. Hopwood\, J.L. Galman an
 d R.C. Lloyd\, Angew. Chem. Int. Ed.\, 2014\, 53\, 2447-2450. 4 V. Koehler
  et al.\, Nature Chem.\, 2013\, 5\, 93-99. 5 A. Green\, N.J. Turner and E.
  O'Reilly\, Angew. Chem. Int. Ed.\, 2014\, 53\, 10714-10717. 6 F. Parmeggi
 ani\, S.L. Lovelock\, N.J. Weise\, S.T. Ahmed and N.J. Turner\, Angew. Che
 m. Int. Ed.\, 2015\, 54\, 4608–4611. 7 F.G. Mutti\, T. Knaus\, N.S. Scrutt
 on\, M. Breuer and N.J. Turner\, Science\, 2015\, 349\, in press. 8 R.S. H
 eath\, M. Pontini\, S. Hussain and N.J. Turner\, ChemCatChem\, 2015\, in p
 ress.\n
DTSTART:20151006T170000Z
DTEND:20151006T183000Z
LOCATION:OM 10\, Maass Chemistry Building\, CA\, QC\, Montreal\, H3A 0B8\, 
 801 rue Sherbrooke Ouest
SUMMARY:CCVC Seminar: Nicholas J. Turner - Design and Evolution of New Bioc
 atalysts for Organic Synthesis
URL:/chemistry/channels/event/ccvc-seminar-nicholas-j-
 turner-design-and-evolution-new-biocatalysts-organic-synthesis-254893
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