Specification
Description
A useful derivative for the synthesis of phosphotyrosine peptides by Fmoc SPPS. Pyrophosphate formation has been noted in peptides containing adjacent Tyr(PO3H2) residues. An evaluation of the optimal coupling conditions for introduction of this residue has been made.
Synonyms
Nα-Fmoc-O-phospho-L-tyrosine, N-α-Fmoc-O-phospho-L-tyrosine
Canonical SMILES
OC(=O)[C@H](Cc1ccc(OP(O)(O)=O)cc1)NC(=O)OCC2c3ccccc3-c4ccccc24
InChI
1S/C24H22NO8P/c26-23(27)22(13-15-9-11-16(12-10-15)33-34(29,30)31)25-24(28)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,25,28)(H,26,27)(H2,29,30,31)/t22-/m0/s1
InChI Key
AMXUJIHSMANWDW-QFIPXVFZSA-N
Application
Peptide synthesis.
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis