Analysis of sesquiterpene hydrocarbons in grape berry exocarp (Vitis vinifera L.) using in vivo-labeling and comprehensive two-dimensional gas chromatography–mass spectrometry (GC×GC–MS)

• Philipp P. Könen and
• Matthias Wüst

Beilstein J. Org. Chem. 2019, 15, 1945–1961, doi:10.3762/bjoc.15.190

• were confirmed by feeding experiments (Figure 6). The biosynthesis of the five aromatic sesquiterpene hydrocarbons mentioned is still unknown, but we were able to determine the isotopologues with the highest, possible incorporation of deuterium when d3-MVL is used as precursor. Figure 7 shows the mass

• ) and 5a (d8) are the isotopologues with the highest, possible incorporation of deuterium when d3-MVL is used as precursor (the maximum possible number of deuterium atoms incorporated is given in brackets). The 3D view of the chromatogram section shown can be found in Supporting Information File 1. MS

Syntheses and chemical properties of β-nicotinamide riboside and its analogues and derivatives

• Mikhail V. Makarov and
• Marie E. Migaud

Beilstein J. Org. Chem. 2019, 15, 401–430, doi:10.3762/bjoc.15.36

• modifications which have been undertaken on the nicotinoyl riboside scaffold. Keywords: anomers; glycosylation; isotopologues; isotopomeres; nicotinamide riboside; Review 1. Introduction 1-(β-D-Ribofuranosyl)nicotinamide (also referred to as nicotinamide riboside, NR+) is one of the multiple precursors of

The phenyl vinyl ether–methanol complex: a model system for quantum chemistry benchmarking

• Dominic Bernhard,
• Fabian Dietrich,
• Mariyam Fatima,
• Cristóbal Pérez,
• Hannes C. Gottschalk,
• Axel Wuttke,
• Ricardo A. Mata,
• Martin A. Suhm,
• Melanie Schnell and
• Markus Gerhards

Beilstein J. Org. Chem. 2018, 14, 1642–1654, doi:10.3762/bjoc.14.140

• overall complex (see below) exploiting the presence of 13C isotopologues in natural abundance and using the Kraitchman approach [54]. Fourier transformation of the averaged time domain FID, recorded at point spacings of 10 ps, resulted in a frequency domain rotational spectrum with frequency resolution of

• rotational transitions arising from all nine singly substituted 13C isotopologues in natural abundance (about 1%, cf. Figure S3, Supporting Information File 1). The additional data sets of rotational constants are summarized in Supporting Information File 1 (Table S12) together with line lists of the main

• isotopologues (Tables S10–S11) and the 13C isotopologues (Tables S13–S21). They allow us, using Kraitchman’s equations, to determine the carbon substitution structure, rs, of the complexes, which are the positions of the respective substituted carbon atoms with respect to the center of mass of the complex and

Herpetopanone, a diterpene from Herpetosiphon aurantiacus discovered by isotope labeling

• Xinli Pan,
• Nicole Domin,
• Sebastian Schieferdecker,
• Hirokazu Kage,
• Martin Roth and
• Markus Nett

Beilstein J. Org. Chem. 2017, 13, 2458–2465, doi:10.3762/bjoc.13.242

• this observation. First, it was evident that the isotope labeling was incomplete and that the incorporation of non-labeled metabolic intermediates had led to a mixture of isotopologues and isotopomers. Second, the maximal incorporation of eight labeled carbons was not possible if the compound