The Biogenetic Anatomy of Vitamin B6

It is shown by incorporation experiments with 13C bond-labeled substrates, followed by analysis by means of 13C NMR spectroscopy, that two compounds, 1-deoxy-D-xylulose (12) and 4-hydroxy-L-threonine (13), serve as precursors of pyridoxol (vitamin B6) (1) in Escherichia coli. Together, these two com...

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Veröffentlicht in:The Journal of biological chemistry 1996-11, Vol.271 (48), p.30426-30435
Hauptverfasser: Hill, Robert E., Himmeldirk, Klaus, Kennedy, Isaac A., Pauloski, Richard M., Sayer, Brian G., Wolf, Eckardt, Spenser, Ian D.
Format: Artikel
Sprache:eng
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Zusammenfassung:It is shown by incorporation experiments with 13C bond-labeled substrates, followed by analysis by means of 13C NMR spectroscopy, that two compounds, 1-deoxy-D-xylulose (12) and 4-hydroxy-L-threonine (13), serve as precursors of pyridoxol (vitamin B6) (1) in Escherichia coli. Together, these two compounds account for the entire C8N skeleton of the vitamin. 1-Deoxy-D-xylulose supplies the intact C5 unit, C-2′,2,3,4,4′ of pyridoxol. 4-Hydroxy-L-threonine undergoes decarboxylation in supplying the intact C3N unit, N-1,C-6,5,5′. Both precursors are ultimately derived from glucose. The C5 unit of pyridoxol that is derived from 1-deoxy-D-xylulose originates by union of a triose phosphate (yielding C-3,4,4′) with pyruvic acid (which decarboxylates to yield C-2′,2). D-Erythroate (11) enters the C3 unit, C-6,5,5′, and is therefore an intermediate on the route from glucose into 4-hydroxy-L-threonine.
ISSN:0021-9258
1083-351X
DOI:10.1074/jbc.271.48.30426