Conformational and Orientational Switching of Uridine Derivatives by Borates

Autor:	Narutoshi Minamimoto, Yoshiaki Inaki, Yoshihisa Inoue, Takehiko Wada
Rok vydání:	1998
Předmět:	chemistry.chemical_compound Crystallography chemistry Proton Stereochemistry Phosphate buffered saline chemistry.chemical_element General Chemistry Boron Oxygen Uridine
Zdroj:	Chemistry Letters. 27:1025-1026
ISSN:	1348-0715 0366-7022
DOI:	10.1246/cl.1998.1025
Popis:	We have demonstrated for the first time that the syn-anti orientation of 5′-amino-5′-deoxyuridine (1b) can readily be switched by adding borate as an extermal controlling factor. In borate added phosphate buffer, the syn/anti ratio of 1b dramatically increased with increasing borate concentration. This unique syn preference is most probably driven by the cooperative action of cyclic esterification of the 1b’s 2′,3′-cis-diol with borate and of hydrogen-bonding formation between 2-carbonyl oxygen and 5′-amino proton.
Databáze:	OpenAIRE
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