Peptide Synthesis Based on t-Boc Chemistry and Solution Photogenerated Acids
- 13 May 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Combinatorial Chemistry
- Vol. 2 (4) , 355-360
- https://doi.org/10.1021/cc0000139
Abstract
Solution reactions using photogenerated reagents (PGRs) (Gao, X.; Yu, P. Y.; Leproust, E.; Sonigo, L.; Pellois, J. P.; Zhang, H. J. Am. Chem. Soc. 1998, 120, 12698) are developed for parallel synthesis of addressable, combinatorial molecular microarrays. To advance the PGR chemistry for general chemical conversions, light-controlled synthesis of peptides, which employs photogenerated acids (PGAs) and/or in combination with photosensitizers for deprotection of N-t-Boc group, is demonstrated. These reactions were performed on resin and glass plates and conveniently monitored by HPLC analysis (reactions on resin) and fluorescence emission after coupling the deprotected NH(2) group with 4(5)-carboxyfluorescein. These results demonstrate the potential of the PGA chemistry for parallel synthesis of addressable peptide libraries on a microarray platform.Keywords
This publication has 9 references indexed in Scilit:
- Digital Light-Directed Synthesis. A Microarray Platform That Permits Rapid Reaction Optimization on a Combinatorial BasisJournal of Combinatorial Chemistry, 2000
- Grafting of Polypeptides on Solid Substrates by Initiation of N-Carboxyanhydride Polymerization by Amino-Terminated Self-Assembled MonolayersLangmuir, 1997
- Chemical Amplification in High-Resolution Imaging SystemsAccounts of Chemical Research, 1994
- Discovery of Vapor Deposits in the Lunar RegolithScience, 1993
- Generation and use of synthetic peptide combinatorial libraries for basic research and drug discoveryNature, 1991
- Monolayer transformation by nucleophilic substitution: Applications to the creation of new monolayer assembliesLangmuir, 1990
- Solid Phase SynthesisScience, 1986
- Thermal Characteristics of the H 2 SO 4 ‐ H 2 O 2 Silicon Wafer Cleaning SolutionJournal of the Electrochemical Society, 1979
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963