Synthesis and conformational study of two L‐prolyl‐L‐leucyl‐glycinamide analogues with a reduced peptide bond
1986; Wiley; Volume: 27; Issue: 6 Linguagem: Inglês
10.1111/j.1399-3011.1986.tb01059.x
ISSN0367-8377
AutoresP. VANDER ELST, M. Elseviers, E. De Cock, M. Van Marsenille, Dirk Tourwé, G. Van Binst,
Tópico(s)Synthesis and Reactivity of Sulfur-Containing Compounds
ResumoThe 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 X Pro-Leu psi (CH2-NH)Gly-NH2 10 adopted a conformation in DMSO that is similar to the previously postulated beta-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.
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