Deprotection of the Indole (Nind)-Formyl (For) Group on Tryptophan Employing a New Reagent, N,N′-Dimethylethylendiamine (DMEDA) in an Aqueous Solution

Takenao Odagami; Yuko Tsuda; Yuji Kogami; Hiroyuki Kouji; Yoshio Okada

doi:10.1248/cpb.57.211

Notes

Deprotection of the Indole (N^ind)-Formyl (For) Group on Tryptophan Employing a New Reagent, N,N′-Dimethylethylendiamine (DMEDA) in an Aqueous Solution

Takenao Odagami, Yuko Tsuda, Yuji Kogami, Hiroyuki Kouji, Yoshio Okada

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Keywords: deprotection, N,N′-dimethylethylendiamine, indole-formyl group, peptide synthesis, tryptophan

JOURNAL FREE ACCESS

2009 Volume 57 Issue 2 Pages 211-213

DOI https://doi.org/10.1248/cpb.57.211

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Abstract

The deprotection of the indole (N^ind)-formyl (For) group on Trp was achieved in a 95% yield using N,N′-dimethylethylendiamine (DMEDA) (1.5, 2.0, 3.0 eq) in water at room temperature. A new reagent was successfully applied to the deprotection of a model peptide, H-Phe-Trp(N^ind-For)-Lys-Tyr-OH, to give H-Phe-Trp-Lys-Tyr-OH in a 91% yield.

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