51952-34-2Relevant academic research and scientific papers
Benzotriazole-mediated synthesis of aza-peptides: En route to an aza-leuenkephalin analogue
Abo-Dya, Nader E.,Biswas, Suvendu,Basak, Akash,Avan, Ilker,Alamry, Khalid A.,Katritzky, Alan R.
, p. 3541 - 3552 (2013/05/23)
Novel N-(N-Pg-azadipeptidoyl)benzotriazoles 20a-e couple efficiently with α-amino acids 21a-e, dipeptides 22a-c, aminoxyacetic acid 23a, depsidipeptide 23b, and α-hydroxy-β-phenylpropionic acid 27 yielding, respectively, azatripeptides 24a-g, azatetrapeptides 25a,b, a hybrid azatripeptide with an oxyamide bond 26a, a hybrid azatetrapeptide with an ester bond 26b, and a hybrid azatripeptide with an ester bond 28. A new protocol for the synthesis of N-Pg-azatripeptides 33a,b and 35a,b, each containing a natural amino acid at the N-terminus, avoids the low coupling rates of the aza-amino acid residue and enables the solution-phase synthesis of an azaphenylalanine analogue of Leu-enkephalin 40.
DIASTEREOSELECTIVE HYDROGENATION OF MONODEHYDRO ENKEPHALINS CONTROLLED BY CHIRAL RHODIUM CATALYSTS
Hammadi, A.,Nuzillard, J. M.,Poulin, J. C.,Kagan, H. B.
, p. 1247 - 1262 (2007/10/02)
Protected (Z)dehydrophenylalanyl-Leu-enkephalin, (Z)dehydrotyrosyl-Leu-enkephalin and (Z)dehydrotyrosyl-(R)Ala2-Leu-enkephalin, have been synthesized.These compounds have been hydrogenated to give protected Leu-enkephalins in the presence of various chiral rhodium complexes.Deprotection of the product gave Leu-enkephalins or epimers, ytterbium in liquid ammonia allows smooth deprotection of NHCBz or OTs groups on small amounts of peptides.Strong stereocontrol could be achieved by suitable choice of the chiral catalyst.This method has good potential for stereospecific labelling of enkephalins and other small peptides.
Synthesis and biological evaluation of phosphonamidate peptide inhibitors of enkephalinase and angiotensin-converting enzyme
Elliott,Marks,Berg,Portoghese
, p. 1208 - 1216 (2007/10/02)
The effectiveness of phosphonamidate peptide analogues as inhibitors of rat kidney or human brain metallo-endopeptidase (enkephalinase, E.C. 3.4.24.11) and angiotensin-converting enzyme (ACE, 3.4.15.1) has been explored with a series of enkephalin analogu
Process for preparing the releasing hormone of luteinizing hormone (LH) and of follicle stimulating hormone (FSH), salts and compositions thereof, and intermediates therefor
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, (2008/06/13)
A process for preparing the LH- and FSH-releasing hormone of the formula I which is isolated as the hydrochloride salt and optionally converted to other pharmaceutically acceptable salts or to pharmaceutically acceptable metal complexes.
Luteinizing hormone releasing hormone and analogs. Synthesis and biological activity
Immer,Nelson,Revesz,Sestanj,Goetz
, p. 1060 - 1065 (2007/10/05)
A fragment synthesis of LH RH is described which lends itself to large scale preparation. Fragment 1-3 is coupled with fragment 4-6 followed by reaction with the tetrapeptide 7-10 to yield the unprotected decapeptide. The preparation of analogs follows the same synthetic pattern. The biological activity of the analogs is compared with that of synthetic LH RH.
