Parallel synthesis and screening of a solid phase carbohydrate library.
A solid phase carbohydrate library was synthesized and screened against Bauhinia purpurea lectin. The library, which contains approximately 1300 di- and trisaccharides, was synthesized with chemical encoding on TentaGel resin so that each bead contained a single carbohydrate. Two ligands that bind more tightly to the lectin than Gal-beta-1,3-GalNAc (the known ligand) have been identified. The strategy outlined can be used to identify carbohydrate-based ligands for any receptor; however, because the derivatized beads mimic the polyvalent presentation of cell surface carbohydrates, the screen may prove especially valuable for discovering new compounds that bind to proteins participating in cell adhesion.
Liang
R
R
Department of Chemistry, Princeton University, Princeton, NJ 08544, USA.
Yan
L
L
Loebach
J
J
Ge
M
M
Uozumi
Y
Y
Sekanina
K
K
Horan
N
N
Gildersleeve
J
J
Thompson
C
C
Smith
A
A
Biswas
K
K
Still
W C
WC
Kahne
D
D
D000215:Acylation; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000378:metabolism; D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D006031:Glycosylation; D037102:Lectins / Q000378:metabolism*; D008024:Ligands; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D037121:Plant Lectins; D011137:Polystyrenes; D014312:Trisaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism
D015295:Antigens, Tumor-Associated, Carbohydrate; C039340:Bauhinia purpurea lectin; D004187:Disaccharides; D037102:Lectins; D008024:Ligands; D009844:Oligosaccharides; D037121:Plant Lectins; D011137:Polystyrenes; D014312:Trisaccharides; C101297:Tentagel resin; C016467:Thomsen-Friedenreich antigen