A single-bead decode strategy using electrospray ionization mass spectrometry and a new photolabile linker: 3-amino-3-(2-nitrophenyl)propionic acid.
A new linker that employs a photosensitive 3-amino-3-(2-nitrophenyl)propionyl functionality (ANP-resin) has been developed for the preparation of C-terminal carboxamides. A wide range of carboxamides were prepared and identified using the ANP-resin and electrospray ionization mass spectrometry. A single bead containing tripeptide Fmoc-Asp-Arg(Tos)-Val-NH2 was isolated, photocleaved and the peptide was characterized by tandem mass spectrometry, thereby verifying a library decode strategy that avoids complex tagging procedures.
Brown
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BB
Diversity Sciences Department, Glaxo Wellcome Inc., Research Triangle Park, NC 27709, USA.
Wagner
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DS
Geysen
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HM
D000595:Amino Acid Sequence; D003432:Cross-Linking Reagents / Q000138:chemical synthesis; D019020:Directed Molecular Evolution / Q000379:methods; D015195:Drug Design; D013058:Mass Spectrometry / Q000379:methods*; D015394:Molecular Structure; D009596:Nitrophenols; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D019151:Peptide Library; D010777:Photochemistry; D011422:Propionates / Q000138:chemical synthesis; D012117:Resins, Synthetic / Q000138:chemical synthesis
C107988:3-amino-3-(2-nitrophenyl)propionic acid; D003432:Cross-Linking Reagents; D009596:Nitrophenols; D009842:Oligopeptides; D019151:Peptide Library; D011422:Propionates; D012117:Resins, Synthetic