Synthesis of stable isotope‐labeled nasturlexins and potential precursors to probe biosynthetic pathways of cruciferous phytoalexins | Zendy

Pedras M. Soledade C. | Zendy; To Q. Huy | Zendy

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Synthesis of stable isotope‐labeled nasturlexins and potential precursors to probe biosynthetic pathways of cruciferous phytoalexins

Author(s) -

Pedras M. Soledade C.,

To Q. Huy

Publication year - 2018

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.3591

Subject(s) - chemistry , glucosinolate , deuterium , nitrobenzene , benzaldehyde , isotopic labeling , hydroxylation , biosynthesis , stereochemistry , hydrogen–deuterium exchange , organic chemistry , hydrogen , botany , catalysis , enzyme , brassica , physics , quantum mechanics , biology

The syntheses of perdeuterated phytoalexins nasturlexins A and C, and putative biosynthetic precursors, including phenylethyl isothiocyanates and phenylethyl dithiocarbamates, using commercially available [2,3,4,5,6‐D 5 ]phenylalanine, [2,3,4,5,6‐D 5 ]nitrobenzene, and [2,3,4,5,6‐D 5 ]benzaldehyde are described. In addition, application of an efficient deuterium‐hydrogen exchange transformation to nonlabeled starting materials allowed access to new deuterated compounds, including 3‐hydroxyphenylethyl glucosinolate.

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