Thymidine Diphospho‐6‐deoxy‐α‐ D ‐ ribo ‐3‐hexulose—Synthesis of a Central Intermediate in the Biosynthesis of Di‐ and Trideoxysugars | Zendy

Müller Thomas | Zendy; Schmidt Richard R. | Zendy

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Thymidine Diphospho‐6‐deoxy‐α‐ D ‐ ribo ‐3‐hexulose—Synthesis of a Central Intermediate in the Biosynthesis of Di‐ and Trideoxysugars

Author(s) -

Müller Thomas,

Schmidt Richard R.

Publication year - 1995

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199513281

Subject(s) - biosynthesis , thymidine , chemistry , stereochemistry , ozonolysis , sugar , photoaffinity labeling , biochemistry , methylene , linkage (software) , organic chemistry , gene , binding site , dna

An indirect strategy was needed for the first synthesis of a labile dNDP‐3‐keto sugar, the title compound 2 . D ‐Glucose is converted into methylene phosphate 1 , which after ozonolysis and linkage of thymidine monophosphate, provides 2 . According to present knowledge the target compound is an important intermediate in the biosynthesis of dideoxy, trideoxy, aminodeoxy, and branched sugars.

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