HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via Google Scholar Google Scholar Articles by Dugaiczyk, A. Articles by Eiler, J. J. Search for Related Content PubMed PubMed Citation Articles by Dugaiczyk, A. Articles by Eiler, J. J. Social Bookmarking                      What's this?

Periodate Oxidation of Pseudouridine 5'-Phosphate and Spectral Characterization of the Products

From the ¹ From the Departmento de Quimica, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, México 14, D.F. (Apartado Postal 14–740), México, and the Department of Biochemistry and Biophysics, University of California, San Francisco Medical Center, San Francisco, California 94122

Under the conditions for oxidative degradation, with a 2-fold molar excess of periodate and cyclohexylamine at room temperature, MP is degraded to inorganic phosphate but fails to release the base. In this latter respect, the parent pseudouridine behaves similarly. Under more drastic conditions, with a prolonged treatment at 45° and a 6-fold molar excess of periodate and cyclohexylamine, MP is degraded to inorganic phosphate and a mixture of 5-formyluracil and 5-carboxyuracil.

The apparent pK_a values of 5-formyluracil, calculated from ultraviolet absorption spectra at various pH values, are 6.8 and >11.2. The same constants of 5-carboxyuracil are 4.3,9.15, and >13.2. Analysis of the spectral data shows that in both of these 5-substituted uracil derivatives anion formation involves loss of a proton from N-1 rather than from N-3 of the uracil ring.

CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?