Deprotection of the indole (N(ind))-formyl (For) group on tryptophan employing a new reagent, N,N'-dimethylethylendiamine (DMEDA) in an aqueous solution.
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.
Odagami
Takenao
T
Research Institute, Midori-ku, Yokohama, Japan.
Tsuda
Yuko
Y
Kogami
Yuji
Y
Kouji
Hiroyuki
H
Okada
Yoshio
Y
D002851:Chromatography, High Pressure Liquid; D005029:Ethylenediamines / Q000737:chemistry*; D005561:Formates / Q000737:chemistry; D007202:Indicators and Reagents; D007211:Indoles / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D012996:Solutions / Q000032:analysis; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D014364:Tryptophan / Q000737:chemistry*; D014867:Water / Q000032:analysis
D005029:Ethylenediamines; D005561:Formates; D007202:Indicators and Reagents; D007211:Indoles; D010455:Peptides; D012996:Solutions; D014867:Water; C030544:formic acid; C027450:dimethylethylenediamine; D014364:Tryptophan