Synthesis and purification of the aflatoxin B1-lysine adduct

DC Sass, AV Jager, FG Tonin, RE Rosim… - Toxin …, 2015 - Taylor & Francis
Toxin Reviews, 2015Taylor & Francis
This work reports the chemical synthesis of aflatoxin B1 (AFB1)-lysine based on procedures
available in the literature, but using lysine without a protection group in the α-amine group.
AFB1-exo-8, 9-epoxide was obtained by epoxidation of AFB1 with chloroperoxybenzoic acid
in dichloromethane and phosphate buffer. Purification and identification of the AFB1-lysine
were conducted by liquid chromatography (LC), and its structure was confirmed by LC with
mass spectrometer and diode-array detection. The preparation of AFB1-lysine using lysine …
Abstract
This work reports the chemical synthesis of aflatoxin B1 (AFB1)-lysine based on procedures available in the literature, but using lysine without a protection group in the α-amine group. AFB1-exo-8,9-epoxide was obtained by epoxidation of AFB1 with chloroperoxybenzoic acid in dichloromethane and phosphate buffer. Purification and identification of the AFB1-lysine were conducted by liquid chromatography (LC), and its structure was confirmed by LC with mass spectrometer and diode-array detection. The preparation of AFB1-lysine using lysine without a protection group in the α-amine group was completed in 24 h, being a practical modification of available methods that can be reproduced in analytical laboratories.
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