Synthesis of 4-amino 3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate, the biosynthetic precursor of C7N units in ansamycin antibiotics

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Original languageEnglish
Pages (from-to)245-256
Number of pages12
JournalCarbohydrate Research
Volume256
Issue number2
Publication statusPublished - 1 Apr 1994
Externally publishedYes

Abstract

The synthesis of 4-amino-3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate (15), the first committed intermediate in a new branch of the shikimate pathway of aromatic biosynthesis, is reported from 2-deoxy-d-glucose in 14 steps in 10-12% overall yield.

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Synthesis of 4-amino 3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate, the biosynthetic precursor of C7N units in ansamycin antibiotics. / Kirschning, Andreas; Bergon, Philippe; Wang, Jeh Jeng et al.
In: Carbohydrate Research, Vol. 256, No. 2, 01.04.1994, p. 245-256.

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title = "Synthesis of 4-amino 3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate, the biosynthetic precursor of C7N units in ansamycin antibiotics",
abstract = "The synthesis of 4-amino-3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate (15), the first committed intermediate in a new branch of the shikimate pathway of aromatic biosynthesis, is reported from 2-deoxy-d-glucose in 14 steps in 10-12% overall yield.",
author = "Andreas Kirschning and Philippe Bergon and Wang, {Jeh Jeng} and Steven Breazeale and Floss, {Heinz G.}",
note = "Funding information: This work was supportedb y the National Institutes of Health through research grant AI 20264a nd by the Alexander von Humboldt Foundation, Bad Godesberg, through a Lynen Postdoctoral Fellowship to A.K.",
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T1 - Synthesis of 4-amino 3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate, the biosynthetic precursor of C7N units in ansamycin antibiotics

AU - Kirschning, Andreas

AU - Bergon, Philippe

AU - Wang, Jeh Jeng

AU - Breazeale, Steven

AU - Floss, Heinz G.

N1 - Funding information: This work was supportedb y the National Institutes of Health through research grant AI 20264a nd by the Alexander von Humboldt Foundation, Bad Godesberg, through a Lynen Postdoctoral Fellowship to A.K.

PY - 1994/4/1

Y1 - 1994/4/1

N2 - The synthesis of 4-amino-3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate (15), the first committed intermediate in a new branch of the shikimate pathway of aromatic biosynthesis, is reported from 2-deoxy-d-glucose in 14 steps in 10-12% overall yield.

AB - The synthesis of 4-amino-3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate (15), the first committed intermediate in a new branch of the shikimate pathway of aromatic biosynthesis, is reported from 2-deoxy-d-glucose in 14 steps in 10-12% overall yield.

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U2 - 10.1016/0008-6215(94)84211-6

DO - 10.1016/0008-6215(94)84211-6

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AN - SCOPUS:0028413961

VL - 256

SP - 245

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JO - Carbohydrate Research

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ER -

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