Synthesis of 2-[(2-pyridyl)amino]ethyl beta-D-lactosaminide and evaluation of its acceptor ability for sialyltransferase: a comparison with 4-methylumbelliferyl and dansyl beta-D-lactosaminide.
We reported the synthesis of beta-D-lactosaminide with a 2-aminopyridyl group that is linked to a glycosyl tether at the reducing end. This fluorescent disaccharide acts as an acceptor for both alpha-(2-->6)- and alpha-(2-->3)-sialyltransferases. In addition, the acceptor ability of this disaccharide was evaluated and compared with that of beta-D-lactosaminide having a dansyl or a 4-methylumbelliferyl group.
Kajihara
Yasuhiro
Y
Graduate School of Integrated Science, Yokohama City University, 22-2, Seto, Kanazawa-ku, Yokohama 236-0027, Japan. kajihara@yokohama-cu.ac.jp
Kamiyama
Daisuke
D
Yamamoto
Naoki
N
Sakakibara
Tohru
T
Izumi
Masayuki
M
Hashimoto
Hironobu
H
D000818:Animals; D002021:Buffers; D003619:Dansyl Compounds / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D007785:Lactose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D008099:Liver / Q000201:enzymology; D015394:Molecular Structure; D011485:Protein Binding; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D051381:Rats; D012799:Sialyltransferases / Q000378:metabolism*; D013379:Substrate Specificity; D014468:Umbelliferones / Q000378:metabolism*
C494569:2-((2-pyridyl)amino)ethyl lactosaminide; C494570:4-methylumbelliferyl lactosaminide; D002021:Buffers; D003619:Dansyl Compounds; D011725:Pyridines; D014468:Umbelliferones; C494571:dansyl lactosaminide; D012799:Sialyltransferases; D007785:Lactose