17337-86-9Relevant articles and documents
CRYSTALLINE DIPEPTIDES USEFUL IN THE SYNTHESIS OF ELAMIPRETIDE
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, (2019/10/29)
Disclosed are crystalline forms of L-Lys(Boc)-Phe-NH2 and Boc-D-Arg-DMT.
Synthesis, Resolution, and Assignment of Configuration of Potent Hypotensive Retro-inverso Bradykinin Potentiating Peptide 5a(BPP5a) Analogues
Verdini, Antonio S.,Viscomi, Giuseppe C.
, p. 697 - 702 (2007/10/02)
The effect on the the biological activity of an inverted amide group as an isosteric replacement for the Phe-Ala scissile bond of the BPP5a analogue 3>BPP5a has been studied.The synthesis of the retro-inverso pentapeptide 3,(R,S)-mAla4>BPP5a has been carried out in solution by coupling the pseudopeptide epimer HO-(R,S)-mAla-Pro-OBut to Glp-Lys(Boc)-gPhe-H.HCl, separation and identification of the resulting diastereomers 2(Boc),gPhe3,(S)-mAla4,Pro5-OBut>BPP5a and 2(Boc),gPhe3,(R)-mAla4,Pro5-OBut>BPP5a, and finally acidolytic cleavage. 3,(S)-mAla4>BPP5a, a moderate inhibitor of angiotensin converting enzyme (ACE) in vitro (I50=14 x 1E-5), was obtained and proved to be more potent than BPP5a as a hypotensive in normotensive rats without manifesting the bradykinin potentiating action of the natural peptide.