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A retro-biosynthetic approach to the prediction of
biosynthetic pathways from position-specific isotope
analysis as shown for tramadol
a,b a a a c
Katarzyna M. Romek , Pierrick Nun , Gérald S. Remaud , Virginie Silvestre , Germain Sotoing Taïwe ,
Florine Lecerf-Schmidtd d e,f a,1
, Ahcène Boumendjel , Michel De Waard , and Richard J. Robins
aElucidation of Biosynthesis by Isotopic Spectrometry Group, Interdisciplinary Chemistry: Synthesis, Analysis, Modeling, CNRS– University of Nantes Unité
Mixte de Recherche 6230, F-44322 Nantes, France; bLaboratory for Isotope Effects Studies, Department of Chemistry, Institute of Applied Radiation
Chemistry, Lodz University of Technology, 90-924 Lodz, Poland; cDepartment of Zoology and Animal Physiology, University of Buea, Buea, Cameroon;
dDepartment of Medicinal Chemistry, University Grenoble Alpes–CNRS Unité Mixte de Recherche 5063, F-38041 Grenoble, France; eGrenoble Institute of
Neuroscience, Unit Inserm U836, F-38700 La Tronche, France; and f University Joseph Fourier, F-38041 Grenoble, France
Edited by Jerrold Meinwald, Cornell University, Ithaca, NY, and approved May 28, 2015 (received for review March 26, 2015)
Tramadol, previously only known as a synthetic analgesic, has now from bark and wood of roots of a plant growing in a section of the
been found in the bark and wood of roots of the African medicinal Benoué biosphere reserve in which human activity and livestock
tree Nauclea latifolia. At present, no direct evidence is available as to grazing are prohibited (1), a level independently confirmed (4).
the biosynthetic pathway of its unusual skeleton.
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