496929-98-7Relevant academic research and scientific papers
Synthesis of tripeptides containing d-Trp substituted at the indole ring, assessment of opioid receptor binding and in vivo central antinociception
De Marco, Rossella,Bedini, Andrea,Spampinato, Santi,Gentilucci, Luca
supporting information, p. 6861 - 6866 (2014/10/15)
The noncationizable tripeptide Ac-d-Trp-Phe-GlyNH2 was recently proposed as a novel minimal recognition motif for μ-opioid receptor. The introduction of different substituents (methyl, halogens, nitro, etc.) at the indole of d-Trp significantly influenced receptor affinities and resulted in serum stability and in a measurable effect on central antinociception in mice after ip administration.
Total synthesis guided structure elucidation of (+)-psychotetramine
Foo, Klement,Newhouse, Timothy,Mori, Ikue,Takayama, Hiromitsu,Baran, Phil S.
supporting information; experimental part, p. 2716 - 2719 (2011/06/09)
Solving the puzzles: Total synthesis played a key role in the elucidation of the stereochemistry and verification of the constitution of the complex polymeric natural product psychotetramine. The route features three powerful assembly processes that enabl
Convenient synthesis of 7′ and 6′-bromo-D-tryptophan and their derivatives by enzymatic optical resolution using D-aminoacylase
Konda-Yamada, Yaeko,Okada, Chiharu,Yoshida, Kiminari,Umeda, Yasuyuki,Arima, Shiho,Sato, Noriko,Kai, Toshitsugu,Takayanagi, Hiroaki,Harigaya, Yoshihiro
, p. 7851 - 7861 (2007/10/03)
Compounds 7′ and 6′-bromo-D-tryptophan (1 and 2) which are important derivatives for the synthesis of the chloropeptin and kistamycin A, respectively, were conveniently synthesized by optical resolution from N-acetyl-7′ and 6′-bromo-DL-tryptophan ((RS)-5 and (RS)-14) using D-aminoacylase.
