Specification
Description
A novel derivative for the synthesis of sulfotyrosine-containing peptides by Fmoc SPPS. The sulfate neopentyl group is stable to TFA, and thus protects the sulfotyrosine residue from degradation during the cleavage reaction, but is easily cleaved post-cleavage by treatment of the peptide with aqueous ammonium acetate.
Synonyms
Fmoc-Tyr(SO3nP)-OH, N-Fmoc-O-(2,2 dimethylpropylsulfo)-L-tyrosine
IUPAC Name
(2S)-3-[4-(2,2-dimethylpropoxysulfonyloxy)phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Canonical SMILES
CC(C)(C)COS(=O)(=O)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChI
1S/C29H31NO8S/c1-29(2,3)18-37-39(34,35)38-20-14-12-19(13-15-20)16-26(27(31)32)30-28(33)36-17-25-23-10-6-4-8-21(23)22-9-5-7-11-24(22)25/h4-15,25-26H,16-18H2,1-3H3,(H,30,33)(H,31,32)/t26-/m0/s1
InChI Key
NEDCKHYXODZAAR-SANMLTNESA-N
Application
Peptide synthesis.
Functional Group
sulfonic acid
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
-10 to -25℃