Propargyloxycarbonyl as a protecting group for the side chains of serine, threonine and tyrosine

Ramesh, Ramapanicker ; De, Kavita ; Gupta, Shipra ; Chandrasekaran, Srinivasan (2008) Propargyloxycarbonyl as a protecting group for the side chains of serine, threonine and tyrosine Journal of Chemical Sciences, 120 (1). pp. 163-173. ISSN 0253-4134

[img]
Preview
PDF - Publisher Version
293kB

Official URL: http://www.ias.ac.in/chemsci/Pdf-Jan2008/163.pdf

Related URL: http://dx.doi.org/10.1007/s12039-008-0019-y

Abstract

Propargyloxycarbonyl group is used as a protecting group for the hydroxyl groups of serine, threonine and tyrosine. The propargyloxycarbonyl derivatives of these hydroxy amino acids are stable to acidic and basic reagents commonly employed in peptide synthesis. The deprotection of the O-Poc derivatives using tetrathiomolybdate does not affect commonly used protecting groups such as N-Boc, N-Cbz, N-Fmoc, methyl and benzyl esters. The di-and tripeptides synthesized using O-Poc derivatives of serine, threonine and tyrosine are stable, isolable compounds and give the hydroxy peptides in good yields when treated with tetrathiomolybdate.

Item Type:Article
Source:Copyright of this article belongs to Indian Academy of Sciences.
Keywords:Protecting Groups; Amino Acids; Peptide Synthesis; Hydroxy Residues
ID Code:7343
Deposited On:25 Oct 2010 11:46
Last Modified:16 May 2016 17:34

Repository Staff Only: item control page