Collect. Czech. Chem. Commun. 1987, 52, 1867-1871

Preparation and properties of a new dalargine analogue L-Tyr-D-Ala-Gly-L-Phe-L-Tle-L-Arg

Jan Pospíšeka, Zhanna D. Bespalovab, Eva Kovaříkováa, Michail I. Titovb, Tomislav Bartha and Kálmán Medzihradszkyc

a Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6, Czechoslovakia
b Cardiological Center, Academy of Medical Sciences, Moscow, U.S.S.R.
c Central Research Institute of Chemistry, Hungarian Academy of Sciences, Budapest, Hungary


Stepwise synthesis in solution provided tert-butyloxycarbonyl-O-benzyl-L-tyrosyl-D-alanyl-glycyl-L-phenylalanyl-L-tert-leucyl-L-arginine which was then catalytically reduced and treated with trifluoroacetic acid. The product was purified by ion exchange chromatography and free electrophoresis. The hexapeptide containing L-tert-leucine in position 5 exhibited 63% biologic activity (guinea pig ileum) of Dalargine (L-Tyr-D-Ala-Gly-L-Phe-L-Leu-L-Arg).