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

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

The deprotection of the indole (Nind)-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(Nind-For)-Lys-Tyr-OH, to giv...

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Veröffentlicht in:Chemical & Pharmaceutical Bulletin 2009/02/01, Vol.57(2), pp.211-213
Hauptverfasser: Odagami, Takenao, Tsuda, Yuko, Kogami, Yuji, Kouji, Hiroyuki, Okada, Yoshio
Format: Artikel
Sprache:eng
Schlagworte:
Chromatography, High Pressure Liquid
deprotection
Ethylenediamines - chemistry
Formates - chemistry
Indicators and Reagents
indole-formyl group
Indoles - chemistry
N,N′-dimethylethylendiamine
peptide synthesis
Peptides - chemical synthesis
Peptides - chemistry
Solutions - analysis
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Ultraviolet
tryptophan
Tryptophan - chemistry
Water - analysis
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Zusammenfassung:The deprotection of the indole (Nind)-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(Nind-For)-Lys-Tyr-OH, to give H-Phe-Trp-Lys-Tyr-OH in a 91% yield.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.57.211