Specification
Description
Fmoc-TOAC-OH is a useful tool for the incorporation of the ESR spin-label TOAC into peptide sequences by Fmoc SPPS. Incorporation of this derivative and the following residue is best achieved using HATU activation. TFA/water/TIS should be used for cleavage of TOAC-containing peptides. The use of EDT should be avoided as it can cause permanent reduction of the nitroxide radical. Following cleavage, the TOAC peptide should be treated with aqueous ammonia in air to regenerate the nitroxide from the hydroxylamine that is generated by the TFA treatment.
Synonyms
Fmoc-TOAC-OH, 2,2,6,6-Tetramethylpiperidine-N-oxyl-4-(9-fluorenylmethyloxycarbonyl-amino)-4-carboxylic acid
InChI
1S/C25H29N2O5/c1-23(2)14-25(21(28)29,15-24(3,4)27(23)31)26-22(30)32-13-20-18-11-7-5-9-16(18)17-10-6-8-12-19(17)20/h5-12,20H,13-15H2,1-4H3,(H,26,30)(H,28,29)
InChI Key
FAQWDTRJLKQJBN-UHFFFAOYSA-N
Application
Peptide synthesis.
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis