Organic Synthesis International: One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine

Saturday, 14 February 2015

One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine

Green Chem., 2015, 17,852-855
DOI: 10.1039/C4GC02325K, Communication

B. R. Lichman,a E. D. Lamming,b T. Pesnot,b J. M. Smith,a H. C. Hailes*b and J. M. Ward*a

*Corresponding authors

aDepartment of Biochemical Engineering, University College London, Bernard Katz Building, Gordon Street, London, UK

E-mail: j.ward@ucl.ac.uk

bDepartment of Chemistry, University College London, Christopher-Ingold Building, 20 Gordon Street, London, UK

E-mail: h.c.hailes@ucl.ac.uk

Green Chem., 2015,17, 852-855

DOI: 10.1039/C4GC02325K

http://pubs.rsc.org/en/Content/ArticleLanding/2015/GC/C4GC02325K?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

http://pubs.rsc.org/en/content/articlehtml/2015/gc/c4gc02325k


	Scheme 1 Overview of the biocatalytic and non-enzymatic cascades presented in this work, including the ‘triangular’ cascade.


	Scheme 2 One-pot chemoenzymatic synthesis of (S)-4 and (S)-5. Reaction conditions: (a) 20 mM 2, 10 mM sodium pyruvate, 500 μg mL−1 NCS and 20% v.v−1 CV2025 lysate, 50 mM HEPES pH 7.5, 37 °C, 3 h. (b) 40 mM formaldehyde, 1 M sodium phosphate, pH 6, 30 min, 37 °C.

h.c.hailes@ucl.ac.uk

Appointment

Professor of Chemical Biology
Dept of Chemistry
Faculty of Maths & Physical Sciences

Synthetic Biology

Research activity in our group is focused on the use of synthetic organic chemistry to probe and solve biological problems. Current projects include the use of water as a reaction solvent and the use of catalytic and biocatalytic synthetic strategies. Also novel kinase inhibitors, cytosine-based hydrogen-bonding polymers and new lipid design for use in a ternary gene delivery vector.