Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 789 - 794 (1996)
Update date:2022-07-31
Topics:
Jakas, Andreja
Horvat, Stefica
The N-(1-deoxy-D-fructos-1-yl) derivatives (Amadori compounds) of the endogenous opioid pentapeptide, leucine-enkephalin (11), leucine-enkephalin methyl ester (12) and of structurally related peptides (9, 10) are synthesized. The equilibrium compositions of the prepared Amadori compounds 9-12 in D 2O and [2H6]DMSO are determined using 13C NMR spectroscopy. In water, the β-pyranose, α-furanose and β-furanose forms are detected, the β-pyranose tautomer being the most abundant at equilibrium (67-75%). The α-pyranose form and open-chain keto form are not detected. In dimethyl sulfoxide, the equilibrium compositions of 9-12 are markedly shifted towards a higher proportion of furanose forms, amounting to two-thirds of the mixture. In addition to the α- and β-furanoses and β-pyranose tautomers, DMSO solutions of compounds 9-12 contain at equilibrium a relatively high proportion of the acyclic hydrate (gem-diol) form (ca. 10%).
View MoreNINGBO YINZHOU PRECISE COLOR CO.,LTD.
Contact:86-574-88139809 86-574-83033159
Address:Qiming Road,Yinzhou,Ningbo,China
Shanghai birch chemical technology co.,ltd
Contact:+86-21-54096810
Address:No.2588,Jungong Road,Shanghai,China
CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD
website:http://www.czyys.com
Contact:0086-519-88802789
Address:No.300,Yanling Middle Road, Changzhou, Jiangsu, China
Lyrin Industrial Corporation Limited
Contact:86-731-82571800
Address:Rm 2408,Asia Economy International Building,Shaoshan Road South,Yuhua District,Changsha,Hunan,China
Shanghai Kangxin Chemical Co., Ltd
Contact:+86 21 60717227
Address:118,Ganbai Village,Waigang Town,Jiading District,Shanghai
Doi:10.1016/S0968-0896(00)00121-8
(2000)Doi:10.1021/ja00406a026
(1981)Doi:10.1016/j.bmc.2017.12.008
(2018)Doi:10.1021/ja01514a060
()Doi:10.1016/S0957-4166(00)00014-8
(2000)Doi:10.1016/S0040-4039(00)00018-6
(2000)