Solid-phase synthesis of a dendritic peptide related to a retinoblastoma protein fragment utilizing a combined boc- and fmoc-chemistry approach

✍ Scribed by Vittoria Cavallaro; Philip Thompson; Milton Hearn

• Publisher: John Wiley and Sons
• Year: 2001
• Tongue: English
• Weight: 119 KB
• Volume: 7
• Category: Article
• ISSN: 1075-2617
• DOI: 10.1002/psc.314

✦ Synopsis

Abstract

Dendritic peptides, often presented as multiple antigen peptides (MAPs), are widely used in immunological‐based fields of research, although their synthesis can be extremely challenging. In this paper, a tetrameric dendritic MAP‐like presentation of the retinoblastoma protein [649‐654] sequence (4RB~649‐654~) has been prepared using solid‐phase peptide synthesis (SPPS) methods. During the synthesis of this dendritic molecule, numerous modifications to the synthetic protocols were examined. These modifications included the introduction of a combination Boc‐ and Fmoc‐chemistry approach and also the use of 1,8‐diazabicyclo[5.4.0]‐undec‐7‐ene as a Fmoc‐deprotection agent. The use in combination of Boc‐ and Fmoc‐based synthetic strategies resulted in the production of the desired peptide molecule, 4RB~649‐654~, in high purity and acceptable yields following purification by reversed phase HPLC. Copyright © 2001 European Peptide Society and John Wiley & Sons, Ltd.