183866-90-2Relevant academic research and scientific papers
Amino acids and peptides. Part 45. Development of a new Nπ-protecting group of histidine, Nπ-(1-adamantyloxymethyl)-histidine, and its evaluation for peptide synthesis
Okada, Yoshio,Wang, Jidong,Yamamoto, Takeshi,Mu, Yu,Yokoi, Toshio
, p. 2139 - 2143 (1996)
Nπ-(1-Adamantyloxymethyl)histidine, His(Nπ-1-Adom), is prepared and its properties are examined. The 1-Adom group can be easily removed by trifluoroacetic acid and it is stable to 20% piperidinedimethylformamide and 1 mol dm-3 NaOH. His(Nπ-1-Adom) derivatives can suppress racemization during coupling reactions. His(Nπ-1-Adom) can be used in solid-phase peptide synthesis in combination with fluoren-9-ylmethoxycarbonyl as an Nα-protecting group. Thyrotropin-releasing hormone is successfully synthesized by using His(Nπ-1-Adom).
Development of a new N(π)-protecting group for histidine, N(π)-1- adamantyloxymethylhistidine
Okada,Wang,Yamamoto,Mu
, p. 871 - 873 (2007/10/03)
N(π)-1-adamantyloixymethylhistidine, His(N(π)-1-Adom) was prepared, and the properties of the 1-adom group were examined. 1-Adom group can be easily removed by TFA; it is stable to 20% piperidine/DMF and 1N NaOH. His(N(π+)- 1-Adom) derivatives can suppress recemization during coupling reaction. TRH was synthesized using His(N(π)-1Adom), successfully.
