Literature DB >> 22200980

A Simple Route for Synthesis of 4-Phospho-D-Erythronate.

Yehor Novikov1, Shelley D Copley, Bruce E Eaton.   

Abstract

4-Phospho-D-erythronate is an intermediate in synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Previous synthetic schemes for the preparation of 4-phospho-D-erythronate required expensive precursors and typically gave low yields. We report a straightforward synthesis of 4-phospho-D-erythronate from the inexpensive precursor D-erythronolactone in 5 steps with a preparatively useful yield of 22%.

Entities:  

Year:  2011        PMID: 22200980      PMCID: PMC3245685          DOI: 10.1016/j.tetlet.2011.02.045

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  6 in total

1.  Flavin adenine dinucleotide-dependent 4-phospho-D-erythronate dehydrogenase is responsible for the 4-phosphohydroxy-L-threonine pathway in vitamin B6 biosynthesis in Sinorhizobium meliloti.

Authors:  Masaaki Tazoe; Keiko Ichikawa; Tatsuo Hoshino
Journal:  J Bacteriol       Date:  2006-07       Impact factor: 3.490

2.  Multiple turnovers of the nicotino-enzyme PdxB require α-keto acids as cosubstrates.

Authors:  Johannes Rudolph; Juhan Kim; Shelley D Copley
Journal:  Biochemistry       Date:  2010-11-02       Impact factor: 3.162

3.  Reactivity of some sugars and sugar phosphates towards gold(III) in sodium acetate-acetic acid buffer medium.

Authors:  K K Sen Gupta; B Pal; B A Begum
Journal:  Carbohydr Res       Date:  2001-01-15       Impact factor: 2.104

4.  (+)-Sorangicin A synthetic studies. Construction of the C(1-15) and C(16-29) subtargets.

Authors:  Amos B Smith; Richard J Fox; John A Vanecko
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

5.  Biochemical characterization of gapB-encoded erythrose 4-phosphate dehydrogenase of Escherichia coli K-12 and its possible role in pyridoxal 5'-phosphate biosynthesis.

Authors:  G Zhao; A J Pease; N Bharani; M E Winkler
Journal:  J Bacteriol       Date:  1995-05       Impact factor: 3.490

6.  Inhibition of ribose-5-phosphate isomerase by 4-phosphoerythronate.

Authors:  W W Woodruff; R Wolfenden
Journal:  J Biol Chem       Date:  1979-07-10       Impact factor: 5.157

  6 in total

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