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Structure and Metabolic‐Flow Analysis of Molecular Complexity in a 13 C‐Labeled Tree by 2D and 3D NMR
Author(s) -
Komatsu Takanori,
Ohishi Risa,
Shino Amiu,
Kikuchi Jun
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201600334
Subject(s) - chemistry , molecule , carbon fibers , carbon 13 nmr , chemical shift , tracing , analytical chemistry (journal) , stereochemistry , chromatography , materials science , organic chemistry , composite number , computer science , composite material , operating system
Abstract Improved signal identification for biological small molecules (BSMs) in a mixture was demonstrated by using multidimensional NMR on samples from 13 C‐enriched Rhododendron japonicum (59.5 atom%) cultivated in air containing 13 C‐labeled carbon dioxide for 14 weeks. The resonance assignment of 386 carbon atoms and 380 hydrogen atoms in the mixture was achieved. 42 BSMs, including eight that were unlisted in the spectral databases, were identified. Comparisons between the experimental values and the 13 C chemical shift values calculated by density functional theory supported the identifications of unlisted BSMs. Tracing the 13 C/ 12 C ratio by multidimensional NMR spectra revealed faster and slower turnover ratios of BSMs involved in central metabolism and those categorized as secondary metabolites, respectively. The identification of BSMs and subsequent flow analysis provided insight into the metabolic systems of the plant.