Synthesis and conformational study of two L‐prolyl‐L‐leucyl‐glycinamide analogues with a reduced peptide bond
- 1 June 1986
- journal article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 27 (6) , 633-642
- https://doi.org/10.1111/j.1399-3011.1986.tb01059.x
Abstract
The peptide bond between Pro-Leu or Leu-Gly in Pro-Leu-Gly-NH2 was replaced by a CH2-NH function. The 1H and 13C n.m.r. studies demonstrated that HCl·Pro-Leu (CH2-NH)Gly-NH2 10 adopted a conformation in DMSO that is similar to the previously postulated β-turn for the natural hormone. This was not the case for the other analogue. In vivo tests on 10 revealed an activity approximately equal to the natural compound and an increased toxicity.Keywords
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