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


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 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.

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UFB110 Fmoc-beta-HAla(1-naphthyl)-OH UBB111 Boc-beta-HAla(2-naphthyl)-OH
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