Stabilized analogs of thymopentin. 1. 4, 5-Ketomethylene pseudopeptides

…, J Crase, T Hayano, AK Judd, L Dousman…

Index: DeGraw, Joseph I.; Almquist, Ronald G.; Hiebert, Charles K.; Colwell, William T.; Crase, Jac; Hayano, Takeshi; Judd, Amrit K.; Dousman, Linda; Smith, R. Lane; Waud, William R.; Uchida, Itsuo Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2386 - 2397

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Citation Number: 20

Abstract

The pentapeptide, thymopentin (Arg 1-Lys 2-Asp 3-Val 4-Tyr 5) is known for its activity as an immunomodulating drug, but with limited half-life in plasma. In this first paper of a series of three studies, the synthesis of analogs stabilized at the peptide bond between the C-terminal amino acids via insertion of a ketomethylene moiety is described. N-Blocked pseudopeptides containing Val (k) Phe, Ala (k) Phe, and Val (k) Val units were prepared ...