2-Pyridylfuran: a new fluorescent tag for the analysis of carbohydrates.
We herein report the use of 1,3-di(2-pyridyl)-1,3-propanedione (DPPD) as a fluorogenic labeling reagent for sugars. Reaction of DPPD with the anomeric carbon affords a fluorescent 2-pyridylfuran (2-PF) moiety that permits the sensitive HPLC-based detection of monosaccharides. 2-PF-labeled monosaccharides can be easily separated and analyzed from mixtures thereof, and the reported protocol compares favorably with established labeling reagents such as 2-aminobenzoic acid (2-AA) and 1-phenyl-3-methyl-5-pyrazolone (PMP), ultimately allowing subfemtomole detection of the galactose-derived product. Furthermore, we demonstrate the application of DPPD in the labeling of monosaccharides in complex biological matrices such as blood and milk samples. We envisage that DPPD will prove to be an excellent choice of labeling reagent in monosaccharide and carbohydrate analysis.
Glycomics and Glycan Bioengineering Research Center, College of Food Science and Technology, Nanjing Agricultural University , Nanjing, Jiangsu 210095, China.
Zhi Peng
ZP
Cai
Andrew Kevin
AK
Hagan
Mao Mao
MM
Wang
Sabine Lahja
SL
Flitsch
Li
L
Liu
Josef
J
Voglmeir
D000818:Animals; D001774:Blood Chemical Analysis; D002241:Carbohydrates / Q000032:analysis*; D002417:Cattle; D002851:Chromatography, High Pressure Liquid; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D005690:Galactose / Q000737:chemistry; D006801:Humans; D008892:Milk / Q000737:chemistry; D008895:Milk, Human / Q000737:chemistry; D009005:Monosaccharides / Q000032:analysis; D011725:Pyridines / Q000737:chemistry*
D002241:Carbohydrates; D005456:Fluorescent Dyes; D005663:Furans; D009005:Monosaccharides; D011725:Pyridines; D005690:Galactose