109022-57-3Relevant academic research and scientific papers
N-Hydroxy Amides. Part 5. Synthesis and Properties of N-Hydroxypeptides having Leucine Enkephalin Sequences
Akiyama, Masayasu,Iesaki, Katsuhito,Katoh, Akira,Shimizu, Kazuyuki
, p. 851 - 856 (2007/10/02)
In order to study the effects of the N-hydroxy amide group, N-hydroxyenkephalin analogues with the H-Tyr-(OH)X-Gly-Phe-Leu-OH sequence, where X=Gly, L-Ala, or β-Ala, have been synthesized.A (1)H n.m.r. study indicates that the N-hydroxyenkephalins have a type I β-turn structure in dimethyl sulphoxide solution.From the interaction of (HO)Gly- and β-(HO)Ala-analogues with Cu(II) it is suggested that the hydroxyamide function exerts a definite influence on the complexation.These N-hydroxyenkephalins are resistant to aminopeptidase M.A qualitative analgesia test shows that the (HO)Ala-analogue possesses a more lasting potency than that of Leu5-enkephalin, while having a comparable activity.
