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5-Thio-d-glucoyranose 1-Phosphate and 6-Phosphate by Roy L. Whistler; John H. Stark is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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\_4BsTRAcT 5-Thio-D-glucopyranosyl phosphate was prepared by reaction of the acetylated glycopyranosyl bromide with silver diphenyl phosphate followed by hydrogenolysis of the phenyl groups and deacetylation. 5-Thio-D-glucopyranose 6-phosphate was prepared from methyl 5-thio-2,3,4,6-tetra-O-ltrimethylsilyl)-~-r-D-glucopyranoside by preferential removal of the trimethylsilyl group at O-6 by methanolysis, phosphorylation with diphenyl phosphorochloridate, and removal of the trimethylsilyl and phenyl groups. Both phosphates were obtained crystalline as their dicyclohexylammonium salts. ## INTRODUCTLON In recent years this laboratory has been interested in the biochemistry of 5-thio-D-glucose. During the course of this work it became evident that 5-thio-a-D-glucopyranosyl phosphate (4) and 5-thio-D-glucose 6-phosphate (10) would be useful products to examine as enzyme substrates. Consequently the synthesis of these compounds was undertaken. ## RESULTS AND DISCUSSION Because of the thermal sensitivity' of 5-thio-D-glucopyranose pentaacetate', its fusion with phosphoric acidi could not be used to produce 5-thio-u-D-glucopyranosyl phosphate. Consequently, the older reaction2 of an acetyla

Who reads 5-Thio-d-glucoyranose 1-Phosphate and 6-Phosphate?

Author

Roy L. Whistler; John H. Stark

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0008-6215)

Published

1970

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)