Solid Phase and Solution Phase Synthesis of Gamma Amino Acid Homo-Oligomers and Mixed Oligomers

An efficient stepwise synthesis of homo-oligomers and mixed oligomers of gabapentin and pregabalin on solid support using Fmoc-protected derivatives and HBTU/HOBt/DIEA as coupling agent is described. The synthesis was also carried out using solution phase methodology. The Gpn/Pgn homo oligomers and...

Full description

Saved in:
Bibliographic Details
Published in:International journal of peptide research and therapeutics 2011-06, Vol.17 (2), p.113-121
Main Authors: Bhaskara Reddy, K. M., Mallikarjunasarma, Dokka, Bulliraju, Kamana, Sreelatha, Vanjivaka, Bharathi Kumari, Y., Dandala, Ramesh, Ananda, Kuppanna
Format: Article
Language:English
Subjects:
Animal Anatomy
Biochemistry
Biomedical and Life Sciences
Histology
Life Sciences
Molecular Medicine
Morphology
Pharmaceutical Sciences/Technology
Pharmacology/Toxicology
Polymer Sciences
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An efficient stepwise synthesis of homo-oligomers and mixed oligomers of gabapentin and pregabalin on solid support using Fmoc-protected derivatives and HBTU/HOBt/DIEA as coupling agent is described. The synthesis was also carried out using solution phase methodology. The Gpn/Pgn homo oligomers and mixed oligomers forms C 9 helix in solution as determined by NMR study. Chiral as well as achiral gamma amino acids were used for the synthesis of oligomers in order to investigate the secondary structural preferences. Graphical Abstract
ISSN:1573-3149
1573-3904
DOI:10.1007/s10989-011-9248-x