Synthesis and galectin-binding activities of mercaptododecyl glycosides containing a terminal β-galactosyl group.
Mercaptododecyl glycosides containing a terminal β-galactosyl group were prepared from D-galactose or from D-lactose via hexa-O-acetyl-lactal (10) as a key intermediate. Interactions of these glycolipids (5 kinds) and galectins (β-galactoside binding lectins, 6 species) were evaluated by surface plasmon resonance (SPR) method. High binding responses were observed for the lactoside, 2-deoxy-lactoside, and lactosaminide with some galectins (Gal-3, -4, -8), whereas the galactoside and 2,3-dideoxy-lactoside showed low binding activities.
Biomedical Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, Japan. t-murakami@aist.go.jp
Teiichi
T
Murakami
Kyoko
K
Yoshioka
Yukari
Y
Sato
Mutsuo
M
Tanaka
Osamu
O
Niwa
Soichi
S
Yabuki
D005690:Galactose / Q000737:chemistry*; D037161:Galectins / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry*; D007700:Kinetics; D011485:Protein Binding; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D020349:Surface Plasmon Resonance
D037161:Galectins; D006027:Glycosides; D013438:Sulfhydryl Compounds; D005690:Galactose