Preparation and characterization of heparin hexasaccharide library with N-unsubstituted glucosamine residues.
The rare N-unsubstituted glucosamine (GlcNH3(+)) residues in heparan sulfate (HS) have important biological and pathophysiological roles. Therefore, the ability to chemically generate a series of oligosaccharides, which have a similar structure to the naturally-occurring, GlcNH3(+)--containing oligosaccharides from HS, would greatly contribute to investigating their natural role in HS. In this study, a hexasaccharide library that possess GlcNH3(+) residues were prepared from the chemical modification of the fully sulfated dp6. Chemical reaction conditions were optimized to generate different pattern of GlcNH3(+)--containing oligosaccharides, then the structure of the library was detected by high-performance liquid chromatography-ion trap/time-of-flight mass spectrometry (LC/MS-ITTOF) analysis. EIC/MS and MS(2) analysis showed different fragmentation patterns of dp6s with different GlcNH3(+) residues. This provides a foundation for further identification and quantification of GlcNH3(+)--oligosaccharides by mass spectrum analysis.
Institute of Glycobiochemistry, National Engineering Research Centre of Chemical Fertilizer Catalyst, Fu Zhou University, Fu Zhou, 350002, People's Republic of China.
Qun Tao
QT
Liang
Institute of Glycobiochemistry, National Engineering Research Centre of Chemical Fertilizer Catalyst, Fu Zhou University, Fu Zhou, 350002, People's Republic of China.
Jia Yan
JY
Du
Institute of Glycobiochemistry, National Engineering Research Centre of Chemical Fertilizer Catalyst, Fu Zhou University, Fu Zhou, 350002, People's Republic of China.
Qing
Q
Fu
Institute of Glycobiochemistry, National Engineering Research Centre of Chemical Fertilizer Catalyst, Fu Zhou University, Fu Zhou, 350002, People's Republic of China.
Jiang Hui
JH
Lin
Institute of Glycobiochemistry, National Engineering Research Centre of Chemical Fertilizer Catalyst, Fu Zhou University, Fu Zhou, 350002, People's Republic of China. zheng0wei@hotmail.com.
Zheng
Z
Wei
D002851:Chromatography, High Pressure Liquid; D005944:Glucosamine / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D006493:Heparin / Q000737:chemistry; D006497:Heparan Sulfate / Q000737:chemistry; D006595:Hexosamines / Q000737:chemistry; D008970:Molecular Weight; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
D005944:Glucosamine; D006027:Glycosides; D006493:Heparin; D006497:Heparan Sulfate; D006595:Hexosamines; D009844:Oligosaccharides
Heparin; Hexasaccharide; LC-MS-ITTOF; N-unsubstituted disaccharide