title: 'Click chemistry' on polysaccharides: a convenient, general, and monitorable approach to develop (1-->3)-beta-D-glucans with various functional appendages.
abstract: (1-->3)-beta-D-Glucans having various functional appendages (lactoside, ferrocene, pyrene, and porphyrin) can be prepared in an convenient, quantitative, and regioselective manner through regioselective bromination-azidation of curdlan to afford 6-azido-6-deoxycurdlan followed by chemoselective [3+2]-cycloadditions with various functional modules bearing a terminal alkyne group. The ability to monitor reaction conversions is an additional advantage of this synthetic approach over the conventional direct modifications on polysaccharides; the reaction can be readily monitored based on the intensity of azido peaks in the in situ attenuated total reflection infrared spectra.
authors.affiliation: Department of Chemistry and Biotechnology, Graduate School of Engineering, Kyushu University, Hakozaki, 6-10-1, Higashi-ku, Fukuoka 812-8581, Japan.
authors.forename: Teruaki
authors.initials: T
authors.lastname: Hasegawa
authors.forename: Mariko
authors.initials: M
authors.lastname: Umeda
authors.forename: Munenori
authors.initials: M
authors.lastname: Numata
authors.forename: Chun
authors.initials: C
authors.lastname: Li
authors.forename: Ah-Hyun
authors.initials: AH
authors.lastname: Bae
authors.forename: Tomohisa
authors.initials: T
authors.lastname: Fujisawa
authors.forename: Shuichi
authors.initials: S
authors.lastname: Haraguchi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Sakurai
authors.forename: Seiji
authors.initials: S
authors.lastname: Shinkai
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D011509:Proteoglycans; D017550:Spectroscopy, Fourier Transform Infrared; D047071:beta-Glucans / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D011509:Proteoglycans; D047071:beta-Glucans; C010770:polysaccharide-K; C038459:curdlan