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 HighWire Citing Articles via Google Scholar Google Scholar Articles by Warren, C. D. Articles by Jeanloz, R. W. Search for Related Content PubMed PubMed Citation Articles by Warren, C. D. Articles by Jeanloz, R. W. Social Bookmarking                      What's this?

JBC, Vol. 250, Issue 20, 8069-8078, Oct, 1975

The synthesis and chemical properties of polyisoprenyl beta-D-mannopyranosyl phosphates

C. D. Warren, I. Y. Liu, A. Herscovics and R. W. Jeanloz

2,3,4,6-Tetra-O-acetyl-beta-D-mannopyranosyl phosphate, free of the alpha anomer, was coupled with citronellol and dolichol in the presence of triisopropylbenzenesulfonyl chloride to give, after chromatographic purification and deacetylation, the respective polyisoprenyl beta-D-mannopyranosyl phosphates. These compounds were compared with the previously synthesized alpha anomers by means of their chromatographic properties, spectra, optical rotations, and hydrolysis reactions when treated with acid and alkali. To characterize the compounds resulting from these treatments, and to determine the mechanism of the alkaline hydrolysis, beta-D-mannopyranosyl phosphate was converted into beta-D-mannonpyranose 1,2-phosphate, and hence into D-mannose 2-phosphate, obtained as a mixture of alpha and beta anomers, characterized by infrared and nuclear magnetic resonance spectra and elemental analysis. Beta-D-Mannopyranosyl phosphate was readily separated by thin layer chromatography from the corresponding alpha anomer.
CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				T. Carlson, K. Skorupinska-Tudek, J. Hertel, T. Chojnacki, J. M. Olsson, and E. Swiezewska Single polyprenol and dolichol isolation by semipreparative high-performance liquid chromatography technique J. Lipid Res., July 1, 2000; 41(7): 1177 - 1180. [Abstract] [Full Text]

				R DeGasperi, L. Thomas, E Sugiyama, H. Chang, P. Beck, P Orlean, C Albright, G Waneck, J. Sambrook, C. Warren, et al. Correction of a defect in mammalian GPI anchor biosynthesis by a transfected yeast gene Science, November 16, 1990; 250(4983): 988 - 991. [Abstract] [PDF]