Optimization in peptide synthetic conditions of 1,4-butanediol dimethacrylate cross-linked polystyrene resin and its efficiency in solid phase peptide synthesis

Citation
M. Roice et al., Optimization in peptide synthetic conditions of 1,4-butanediol dimethacrylate cross-linked polystyrene resin and its efficiency in solid phase peptide synthesis, TETRAHEDRON, 56(23), 2000, pp. 3725-3734
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
23
Year of publication
2000
Pages
3725 - 3734
Database
ISI
SICI code
0040-4020(20000602)56:23<3725:OIPSCO>2.0.ZU;2-I
Abstract
A 1,4-butanediol dimethacrylate cross-linked polystyrene (PS-BDODMA) suppor t was prepared by aqueous suspension polymerization. The C-terminal amino a cid incorporation, N-alpha-Fmoc and Boc-deprotection, acylation reactions a nd the removal of the target peptide from the support were optimized. The e fficiency of the support was demonstrated by synthesizing leucyl-alanyl-gly cyl-valine, acyl carrier protein fragment (65-74) and a 25-residue peptide fragment designed from the NS1 region of hepatitis C viral polyprotein unde r optimal reaction conditions. The efficiency of the polymer support was co mpared with commercially available Merrifield and Sheppard resins by synthe sizing the same peptides under the identical conditions. The purity of thes e peptides was checked by HPLC and the structures of the peptides were esta blished by amino acid analysis and MALDI TOF MS. (C) 2000 Elsevier Science Ltd. All rights reserved.