Convenient synthesis of lactuloselysine and its use for LC-MS analysis in milk-like model systems.
The synthesis of the Amadori product lactuloselysine [N(epsilon)-(1-deoxy-D-lactulosyl-1)-L-lysine] was obtained starting from FMOC-lysine-OH (N(alpha)-9-fluorenylmethoxy-carbonyl-N(epsilon)H(2)-L-lysine-OH) and lactose. Compound identity was confirmed by MALDI-ToF, electrospray, and NMR analysis. A selective LC-MS procedure which allowed the detection of lactuloselysine up to 10 ng mL(-)(1) was set up and used to follow the formation of the compound in a lactose-lysine model system; quantification of this molecule after complete enzymatic hydrolysis of whey-proteins from milk samples was also performed.
Vinale
F
F
Dipartimento di Scienza degli Alimenti, Università degli Studi di Napoli "Federico II", Parco Gussone, 80055 Portici, Napoli, Italy.
Monti
S M
SM
Panunzi
B
B
Fogliano
V
V
D000818:Animals; D002853:Chromatography, Liquid; D007792:Lactulose / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013058:Mass Spectrometry; D008892:Milk / Q000737:chemistry*; D008894:Milk Proteins / Q000737:chemistry; D008956:Models, Chemical; D000067816:Whey Proteins
D008894:Milk Proteins; D000067816:Whey Proteins; C040454:epsilon-N-1-(1-deoxylactulosyl)lysine; D007792:Lactulose