N-Hexyl-4-aminobutyl glycosides for investigating structures and biological functions of carbohydrates.
The potential applications of N-hexyl-4-aminobutyl glycosides in the mass spectrometric investigation of glycan structure and in the investigation of glycan functions were studied. Under collision-induced dissociation (CID) conditions, sodiated glycosides carrying N-hexyl-4-aminobutyl groups effectively produced a hemiacetal species (C-ions), which is important in mass-spectrometry-based structural investigation. The usefulness of N-hexyl-4-aminobutyl glycosides in biological analysis was also confirmed by obtaining a binding constant for the binding of dipyrrometheneboron difluoride C3-labeled N-hexyl-4-aminobutyl beta-lactoside with an Erythrina cristagalli lectin, and by visualizing cellular organelles using a more hydrophobic BODIPY-labeled compound.
Suzuki
Katsuhiko
K
Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi, Tokyo 194-8511, Japan. katsu@mitils.jp
Tobe
Akifumi
A
Adachi
Shin
S
Daikoku
Shusaku
S
Hasegawa
Yasuko
Y
Shioiri
Yuki
Y
Kobayashi
Mariko
M
Kanie
Osamu
O
D000080:Acetals / Q000737:chemistry; D000818:Animals; D002236:Carbohydrate Conformation; D050260:Carbohydrate Metabolism; D002241:Carbohydrates / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000378:metabolism; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry*; D020136:Hydrogel, Polyethylene Glycol Dimethacrylate / Q000737:chemistry; D007700:Kinetics; D013058:Mass Spectrometry; D049329:Nanostructures / Q000737:chemistry; D016716:PC12 Cells; D011506:Proteins / Q000378:metabolism; D051381:Rats
D000080:Acetals; D002241:Carbohydrates; D005456:Fluorescent Dyes; D006027:Glycosides; D011506:Proteins; D020136:Hydrogel, Polyethylene Glycol Dimethacrylate