Anthraquinone-lectin hybrids were effectively synthesized using water-soluble anthraquinone derivative 11 with concanavalin A (ConA) and hygrophorus russula lectin (HRL) to give anthraquinone-ConA (16) and anthraquinone-HRL (17) hybrids, respectively. These anthraquinone-lectin hybrids effectively and selectively degraded oligosaccharides containing a mannose residue as a non-reducing terminal sugar, which has affinity for ConA and HRL, under photo-irradiation with long-wavelength UV light without additives and under neutral conditions. In addition, anthraquinone-HRL (17) selectively photo-degraded only Man(α1,6)Man, which has a high affinity for HRL, among several mannosides by recognition of both the type and glycosidic linkage profile of the sugar in an oligosaccharide.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/asia.201100586 | DOI Listing |
Chem Asian J
January 2012
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Kohoku-ku, Yokohama, Japan.
Anthraquinone-lectin hybrids were effectively synthesized using water-soluble anthraquinone derivative 11 with concanavalin A (ConA) and hygrophorus russula lectin (HRL) to give anthraquinone-ConA (16) and anthraquinone-HRL (17) hybrids, respectively. These anthraquinone-lectin hybrids effectively and selectively degraded oligosaccharides containing a mannose residue as a non-reducing terminal sugar, which has affinity for ConA and HRL, under photo-irradiation with long-wavelength UV light without additives and under neutral conditions. In addition, anthraquinone-HRL (17) selectively photo-degraded only Man(α1,6)Man, which has a high affinity for HRL, among several mannosides by recognition of both the type and glycosidic linkage profile of the sugar in an oligosaccharide.
View Article and Find Full Text PDFFuture Med Chem
September 2009
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Proteins and oligosaccharides are key players in many biological events. The development of novel methods for the selective degradation of targeted proteins and oligosaccharides has attracted much attention in the fields of chemistry, biology and medicine. Target-selective degradations of proteins, such as estrogen receptor-α androgen receptor and HIV-1 protease, by light-activated 2-phenylquinoline-steroid hormone hybrids, porphyrin derivatives and fullerene-sugar hybrids, and target-selective degradation of oligosaccharides, such as a T-antigen disaccharide, by a light-activated anthraquinone-lectin hybrid have been achieved.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!