Journal of the American Chemical Society p. 6539 - 6545 (1980)
Update date:2022-08-02
Topics:
Nutt, Ruth F.
Veber, Daniel F.
Saperstein, Richard
The bis-carba analogues (Ib and Ic) of cyclo-(formula) (Ia) and cyclo-(formula) were prepared by a combination of solid-phase and solution peptide synthesis methods.Tactics involving three types of amino-protecting groups and two types of carboxyl protection were applied.The 20-membered ring portion formed in high yield under standard peptide cyclization conditions, using the azide method.The 16-membered ring portion formed well only with catalysis of the azide acylation reaction by N-hydroxybenzotriazole.The analogues are more resistant to hydrolysis catalyzed by trypsin but do not show increased duration of action for inhibition of growth hormone release relative to the disulfide.Disulfide reduction in vivo does not appear to be the rate-limiting step for inactivation of the sulfur containing bicyclic somatostin analogues.
View MoreNanjing Capatue Chemical Co., Ltd
Contact:+86-25-86371192 +86-025-85720158
Address:No.20 Jiangjun Avenue, Jiangning Economic & Technical Development Zone
Shanghai Hohance Chemical Co., ltd
Contact:13914753421
Address:Fl.5;Bld. 70, Lane 1500; Xinfei Road
Nanjing Norris Pharm Technology Co., Ltd.
Contact:+86-13901585132
Address:2 Qiande Road, Jiangning sciencepark Hi-Tech Zone, Nanjing, P.R.China
Shenyang Xingzhenghe Chemical Co., Ltd.
Contact:024-23509232
Address:No. 33, Naner Road, Heping Dist.
Goldwills Pharmaceuticals Co., Ltd.
Contact:0916-2237889 13991621155
Address:North Suburb of Hanzhong city, Shaanxi Province
Doi:10.1016/j.tetlet.2004.06.132
(2004)Doi:10.1039/C39720000556
(1972)Doi:10.1055/s-2005-869967
(2005)Doi:10.1021/jo01313a049
(1980)Doi:10.1016/S0022-1139(96)03488-4
(1996)Doi:10.1016/S0040-4039(01)83940-X
(1980)