TY - JOUR
T1 - Degradation of target oligosaccharides by anthraquinone-lectin hybrids with light switching
AU - Imai, Yukari
AU - Hirono, Shingo
AU - Matsuba, Haruka
AU - Suzuki, Tomohiro
AU - Kobayashi, Yuka
AU - Kawagishi, Hirokazu
AU - Takahashi, Daisuke
AU - Toshima, Kazunobu
PY - 2012/1/2
Y1 - 2012/1/2
N2 - 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.
AB - 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.
KW - anthraquinone
KW - lectin
KW - oligosaccharides
KW - photochemistry
KW - selective-degradation
UR - http://www.scopus.com/inward/record.url?scp=84255190510&partnerID=8YFLogxK
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U2 - 10.1002/asia.201100586
DO - 10.1002/asia.201100586
M3 - Article
C2 - 21997955
AN - SCOPUS:84255190510
SN - 1861-4728
VL - 7
SP - 97
EP - 104
JO - Chemistry - An Asian Journal
JF - Chemistry - An Asian Journal
IS - 1
ER -