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Chemical Compound Review: 

Taxiphyllin     (2R)-2-(4-hydroxyphenyl)-2- [(2S,3R,4S,5S...

Synonyms: CHEMBL469825, CPD-1103, SureCN1332701, CHEBI:16267, KST-1A2773, ...
 
 
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Disease relevance of C01855

  • Heterologous expression of the native and the truncated forms of the two clones in Escherichia coli demonstrated that both encode multifunctional N-hydroxylases catalyzing the conversion of tyrosine to p-hydroxyphenylacetaldoxime in the biosynthesis of the two cyanogenic glucosides taxiphyllin and triglochinin in T. maritima [1].
 

High impact information on C01855

  • We have now studied in more detail the multistep conversion of tyrosine into p-hydroxymandelonitrile, the immediate precursor of taxiphyllin, catalyzed by microsomes isolated from dark-grown seedlings [2].
  • The in vitro biosynthesis of the cyanogenic glucoside taxiphyllin has recently been demonstrated in Triglochin maritima (Hösel, W., and Nahrstedt, A. (1980) Arch. Biochem. Biophys. 203, 753-757) [2].
  • These include amygdalin (occurring widely in the Rosaceae), the aliphatic cyanogens linamarin and lotaustralin (widely occurring, especially in the Leguminosae), and dhurrin together with its epimer taxiphyllin (occurring in the genus SORGHUM) [3].

References

  1. Cloning and expression of cytochrome P450 enzymes catalyzing the conversion of tyrosine to p-hydroxyphenylacetaldoxime in the biosynthesis of cyanogenic glucosides in Triglochin maritima. Nielsen, J.S., Møller, B.L. Plant Physiol. (2000) [Pubmed]
  2. The in vitro biosynthesis of taxiphyllin and the channeling of intermediates in Triglochin maritima. Cutler, A.J., Hösel, W., Sternberg, M., Conn, E.E. J. Biol. Chem. (1981) [Pubmed]
  3. The metabolism of a natural product: lessons learned from cyanogenic glycosides. Conn, E.E. Planta Med. (1991) [Pubmed]
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