Issue 9, 2010
From the journal:

Organic & Biomolecular Chemistry

Novel chemoenzymatic methodology for the regioselective glycine loading on polyhydroxy compounds†

Shashwat Malhotra,ab   Marcelo Calderón,b   Ashok K. Prasad,a   Virinder S. Parmar*a  and  Rainer Haag*b  

* Corresponding authors

a Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi, India
E-mail: virparmar@gmail.com
Fax: +91-11-27667206
Tel: +91-11-27666555

b Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, Berlin, Germany
E-mail: haag@chemie.fu-berlin.de
Fax: (+49) 30-838-53357

Abstract

In the present work, we have developed a highly efficient temperature-dependent chemo-enzymatic methodology for the regioselective synthesis of novel esters of glycerol, G1 tri-glycerol dendrons and related esters for the first time using 4-nitrophenyl 2-(tert-butoxycarbonyl)acetate (Boc-gly-Ph-pNO2) (2) as the acylating agent. This methodology offers efficient and controlled loading of amino acid (glycine) on polyhydroxy compounds.

Graphical abstract: Novel chemoenzymatic methodology for the regioselective glycine loading on polyhydroxy compounds

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Article information

DOI
https://doi.org/10.1039/B927021C
Article type
Paper
Submitted
23 Dec 2009
Accepted
19 Feb 2010
First published
11 Mar 2010

Org. Biomol. Chem., 2010,8, 2228-2237

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Novel chemoenzymatic methodology for the regioselective glycine loading on polyhydroxy compounds

S. Malhotra, M. Calderón, A. K. Prasad, V. S. Parmar and R. Haag, Org. Biomol. Chem., 2010, 8, 2228 DOI: 10.1039/B927021C

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