Fmoc-Trp(Boc)-OH [143824-78-6] HEADING_TITLE

N-alpha-Fmoc-N-in-Boc-L-tryptophan

Other Names: Fmoc-L-Trip(Boc)-OH; Nα-Fmoc-N-in-Boc-L-trptophan

Catalog # AFW105 CAS 143824-78-6
Formula C31H30N2O6 M.W. 526.6

Fmoc-Trp(Boc)-OH

 

 

 

 

 

 

 

 

Fmoc-Trp(Boc)-OH is recommended for solid phase peptide synthesis, especially for the synthesis of peptides containing both arginine and tryptophan.  During deprotection, the sulfonyl protecting groups released from arginine side chains can reattach on tryptophan residues, despite using scavanger additives in the cleavage mixture.  Using Fmoc-Trp(Boc)-OH minimizes this side reaction and produces purer crude peptides in higher yield.  Trifluoroacetic acid (TFA) treatment of the Trp(Boc) residue generates an intermediate carbamic acid which protects the indole ring of the Trp sidechain.  Subsequent neutralization causes decomposition of the carbamic acid with release of carbon dioxide and final deprotection of the Trp residue. 

Products Similar to Fmoc-Trp(Boc)-OH

Cat. # Product Cat. # Product
AFW205 Fmoc-D-Trp(Boc)-OH ABW110 Boc-Trp(For)-OH
AFW101 Fmoc-Trp-OH ABW105 Boc-Trp(Boc)-OH
AFW201 Fmoc-D-Trp-OH ABW115 Boc-Trp(Hoc)-OH
AFW191 Fmoc-Trp-OPfp ABW101 Boc-Trp-OH
MFW101 Fmoc-MeTrp-OH ABW201 Boc-D-Trp-OH
DFW101 Fmoc-Tryptophanol DBW101 Boc-Tryptophanol
DFW201 Fmoc-D-Tryptophanol DBW201 Boc-D-Tryptophanol
UFW102 Fmoc-beta-HTrp-OH UBW102 Boc-beta-HTrp-OH
UFW112 Fmoc-beta-HTrp(Boc)-OH UBW111 Boc-Tpi-OH
UFW212 Fmoc-D-beta-HTrp(Boc)-OH UBW211 Boc-D-Tpi-OH
UFW111 Fmoc-Tpi-OH UBW121 Boc-Bta-OH
UFW211 Fmoc-D-Tpi-OH UBW221 Boc-D-Bta-OH
UFW121 Fmoc-Bta-OH UBF104 Boc-1-Nal-OH
UFW221 Fmoc-D-Bta-OH UBF204 Boc-D-1-Nal-OH
UFF104 Fmoc-1-Nal-OH UBF105 Boc-2-Nal-OH
UFF204 Fmoc-D-1-Nal-OH UBF205 Boc-D-2-Nal-OH
UFF105 Fmoc-2-Nal-OH UBB110 Boc-beta-HAla(1-naphthyl)-OH
UFF205 Fmoc-D-2-Nal-OH UBB210 Boc-D-beta-HAla(1-naphthyl)-OH
UFB110 Fmoc-beta-HAla(1-naphthyl)-OH UBB111 Boc-beta-HAla(2-naphthyl)-OH
UFB210 Fmoc-D-beta-HAla(1-naphthyl)-OH UBB211 Boc-D-beta-HAla(2-naphthyl)-OH
UFB111 Fmoc-beta-HAla(2-naphthyl)-OH
UFB211 Fmoc-D-beta-HAla(2-naphthyl)-OH    

MSDS