Peracetylation and Characterization of Compound Z

Peracetylation of compound Z was performed in pyridine:acetic anhydride 1:1 for 1 h at 100 °C. After drying, three extractions with H₂O:diethyl ether (1:1) were done; the ether phases were collected, washed three times with water and dried. MALDI-TOF MS analyses were performed in the positive ionization and reflectron mode, using the 5800 MALDI-TOF/TOF Analyzer (Applied Biosystems/ABsciex) equipped with a Nd:YAG laser (349 nm wavelength) as described previously^{16 (link)}. ¹H-NMR and ¹H-¹H-NMR COSY spectra were recorded in CDCl₃ at 298° K using a 600-MHz Bruker Avance III spectrometer (Bruker Biospin) equipped with a TCI cryoprobe. Chemical shift values were referenced to CHCl₃ resonance (δH 7.26 ppm). The quantification of MAME unsaturations was performed with TopSpin 3.5 pl7 software.

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Lefebvre C., Frigui W., Slama N., Lauzeral-Vizcaino F., Constant P., Lemassu A., Parish T., Eynard N., Daffé M., Brosch R, & Quémard A. (2020). Discovery of a novel dehydratase of the fatty acid synthase type II critical for ketomycolic acid biosynthesis and virulence of Mycobacterium tuberculosis. Scientific Reports, 10, 2112.

Publication 2020

5800 MALDI-TOF/TOF Analyzer Bruker Avance III spectrometer

1h nmr Acetic anhydride Chcl3 Ether Maldi Nd yag laser Pyridine Resonance

Corresponding Organization :

Other organizations : Université de Toulouse, Université Toulouse III - Paul Sabatier, Institut de Pharmacologie et de Biologie Structurale, Centre National de la Recherche Scientifique, Institut Pasteur, Infectious Disease Research Institute

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Variable analysis

independent variables

Peracetylation of compound Z
Reaction conditions: pyridine:acetic anhydride 1:1, 1 h at 100 °C

dependent variables

MALDI-TOF MS analyses in positive ionization and reflectron mode
1H-NMR and 1H-1H-NMR COSY spectra in CDCl3 at 298°K
Quantification of MAME unsaturations

control variables

Water and diethyl ether used for extraction
Water used for washing ether phases
CDCl3 used as NMR solvent
600-MHz Bruker Avance III spectrometer with TCI cryoprobe used for NMR
5800 MALDI-TOF/TOF Analyzer (Applied Biosystems/ABsciex) with Nd:YAG laser (349 nm wavelength) used for MALDI-TOF MS analyses

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