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United States Department of Agriculture

Agricultural Research Service

Title: Stereoselective Synthesis of Chirally-Deuterated D-(S)-[6-**2h1]glucose

item Price, Neil

Submitted to: Carbohydrate Research
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: February 3, 2004
Publication Date: March 1, 2004
Citation: Xu, L., Price, N.P. 2004. Stereoselective synthesis of chirally-deuterated (S)-D-(6-**2H1]glucose. Carbohydrate Research. 339:1173-1178.

Interpretive Summary: Biologically-active compounds from natural sources (natural products) are a major raw material source for pesticides, perfumes, favoring, etc. Understanding the biological routes by which they are made by plants and microbes is an important step towards producing new, high-value natural products. Historically, isotopically-labeled sugars have been invaluable to researchers for tracing these biosynthetic routes, although their preparation is generally expensive and often requires specialized apparatus. We have now successfully developed a novel method for the preparation of labeled glucose. Our innovation has been to use economical, commercially-available starting materials, and to optimize the yields at each step. The key step was achieved in 90% yield and, unlike previous work, does not require the preparation of expensive starting materials or the use of specialized apparatus. The work provides a valuable tool for researchers that will greatly impact our understanding of how natural products are made.

Technical Abstract:

Last Modified: 7/31/2014
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