First synthesis of human gastrin-II and radiolabeled cholecystokinin-octapeptides

Human gastrin I pyroGlu-Gly-Pro-Trp-Leu-(Glu)5-Ala-Tyr(R)-Gly-Trp-Met-Asp-Phe-NH2 (I; R = H) (II) was prepd. by the solid-phase method on an α-methylbenzylhydrylamine resin and then it was o-sulfated with pyridine-SO3 or pyridinium acetylsulfate (PAS) in pyridine-DMF to give human gastrin II (I, R =...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Zarándi Márta
Penke Botond
Zsigo J.
Varga J.
Toth G.
Pelczer I.
Rivier J.
Kovacs K.
Tóth Gábor
Testületi szerző: Peptides 1984
Dokumentumtípus: Könyv része
Megjelent: Almqvist & Wiksell International Stockholm 1984
Sorozat:Peptides 1984
Tárgyszavak:
mtmt:1876160
Online Access:http://publicatio.bibl.u-szeged.hu/33243
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245 1 0 |a First synthesis of human gastrin-II and radiolabeled cholecystokinin-octapeptides  |h [elektronikus dokumentum] /  |c  Zarándi Márta 
260 |a Almqvist & Wiksell International  |b Stockholm  |c 1984 
300 |a 4 
300 |a 387-390 
490 0 |a Peptides 1984 
520 3 |a Human gastrin I pyroGlu-Gly-Pro-Trp-Leu-(Glu)5-Ala-Tyr(R)-Gly-Trp-Met-Asp-Phe-NH2 (I; R = H) (II) was prepd. by the solid-phase method on an α-methylbenzylhydrylamine resin and then it was o-sulfated with pyridine-SO3 or pyridinium acetylsulfate (PAS) in pyridine-DMF to give human gastrin II (I, R = SO3H) (III). II and III were also prepd. by classical soln. methods using minimal side-chain protection; the presence of 5 free γ-carboxyl groups in sequence 6-11 caused problems in azide formation and decreased the yield. The solid-phase synthesis of cholecystokinin octapeptide (CCK-8), H-Asp-X-Met-Gly-Trp-Met-Asp-Phe-NH2 [IV, X = Tyr(SO3H)], and caerulein was optimized using Trp(CHO) and Met(O) for protection and PAS for O-sulfation. Tritiated CCK-8 desulfate [IV, X = Tyr(3,5-3H)] was prepd. from IV [X = Tyr(3,5-I2)] (V) by an exchange reaction with 3H2/PdO; V was prepd. by the solid-phase method on a benzhydrylamine resin. Due to steric hindrance, the synthesis of tritiated CCK-8 failed; therefore, Nα-Fmoc-CCK-8 desulfate (Fmoc = 9-fluorenylmethoxycarbonyl) was prepd. by the solid-phase method and then it was O-sulfated with 35S-PAS and Fmoc-deblocked by Tesser's base to give 35S-labeled CCK-8. [on SciFinder(R)] 
650 4 |a Kémiai tudományok 
650 4 |a Általános orvostudomány 
700 0 1 |a Penke Botond  |e aut 
700 0 1 |a Zsigo J.  |e aut 
700 0 1 |a Varga J.  |e aut 
700 0 1 |a Toth G.  |e aut 
700 0 1 |a Pelczer I.  |e aut 
700 0 1 |a Rivier J.  |e aut 
700 0 1 |a Kovacs K.  |e aut 
700 0 1 |a Tóth Gábor  |e aut 
711 |a Peptides 1984  |c Djurönäset  |d 1984.06.10-1984.06.15 
856 4 0 |u http://publicatio.bibl.u-szeged.hu/33243/1/aok_klny_1352_84.pdf  |z Dokumentum-elérés