1, 5‐Lactamized Sialyl Acceptors for Various Disialoside Syntheses: Novel Method for the Synthesis of Glycan Portions of Hp‐s6 and HLG‐2 Gangliosides
H Ando, Y Koike, S Koizumi, H Ishida… - Angewandte …, 2005 - Wiley Online Library
The ongoing studies on oligosaccharide synthesis have resulted in the development of
precise synthetic methods by which a large portion of the complex natural oligosaccharides …
precise synthetic methods by which a large portion of the complex natural oligosaccharides …
A first total synthesis of ganglioside HLG‐2
Y Iwayama, H Ando, H Ishida… - Chemistry–A European …, 2009 - Wiley Online Library
A neuritegenic ganglioside from sea cucumber, HLG‐2 (see figure), has been synthesized
for the first time. The unique tandem of sialic acids, Neu5Gc‐α (2, 4)‐NeuAc, was …
for the first time. The unique tandem of sialic acids, Neu5Gc‐α (2, 4)‐NeuAc, was …
Glycan‐Specific Metabolic Oligosaccharide Engineering of C7‐Substituted Sialic Acids
H Möller, V Böhrsch, J Bentrop, J Bender… - Angewandte Chemie …, 2012 - Wiley Online Library
Intact and integral glycosylation of membrane-associated as well as secreted glycoproteins
has been shown to be essential for many aspects of the proper function of biological …
has been shown to be essential for many aspects of the proper function of biological …
The isothiocyanato moiety: an ideal protecting group for the stereoselective synthesis of sialic acid glycosides and subsequent diversification
AR Mandhapati, S Rajender, J Shaw… - Angewandte Chemie …, 2015 - Wiley Online Library
The preparation of a crystalline, peracetyl adamantanyl thiosialoside donor protected by an
isothiocyanate group is described. On activation at− 78° C in the presence of typical …
isothiocyanate group is described. On activation at− 78° C in the presence of typical …
Advanced chemical methods for stereoselective sialylation and their applications in sialoglycan syntheses
AM Vibhute, N Komura, HN Tanaka… - The Chemical …, 2021 - Wiley Online Library
Sialic acid is an important component of cell surface glycans, which are responsible for
many vital body functions and should therefore be thoroughly studied to understand their …
many vital body functions and should therefore be thoroughly studied to understand their …
Extending the possibility of an N-Troc-protected sialic acid donor toward variant sialo-glycoside synthesis
H Ando, Y Koike, H Ishida, M Kiso - Tetrahedron letters, 2003 - Elsevier
The potential of an N-Troc-protected sialic acid donor, equipped with phenylsulfenyl
functionality as a leaving group, has been explored. As a result, the entitled donor was …
functionality as a leaving group, has been explored. As a result, the entitled donor was …
An efficient short-step total synthesis of ganglioside GM3: effective usage of the neighbouring group participation strategy
T Tomoo, T Kondo, H Abe, S Tsukamoto, M Isobe… - Carbohydrate …, 1996 - Elsevier
We have developed an efficient methodology for highly stereoselective sialylation using 3-
position substituted sialic acids and have prepared 2a having a 3β-phenylthio group as a …
position substituted sialic acids and have prepared 2a having a 3β-phenylthio group as a …
Synthesis of disialoganglioside GD1α and its positional isomer
H Prabhanjan, K Aoyama, M Kiso, A Hasegawa - Carbohydrate research, 1992 - Elsevier
The first total syntheses of disialoganglioside GD1α and its α2-6 positional isomer are
described. Suitably protected pentasaccharide derivatives, derived from known …
described. Suitably protected pentasaccharide derivatives, derived from known …
Synthesis of CH2-Linked α(2,3)Sialylgalactose Analogue: On the Stereoselectivity of the Key Ireland-Claisen Rearrangement
T Watanabe, G Hirai, M Kato, D Hashizume… - Organic …, 2008 - ACS Publications
A CH 2-linked α (2, 3) sialylgalactose analogue was efficiently synthesized using an Ireland-
Claisen rearrangement, which was developed recently by our group for constructing a CF 2 …
Claisen rearrangement, which was developed recently by our group for constructing a CF 2 …
A synthetic approach to polysialogangliosides containing α-sialyl-(2→ 8)-sialic acid: total synthesis of ganglioside GD3
H Ishida, Y Ohta, Y Tsukada, M Kiso, A Hasegawa - Carbohydrate research, 1993 - Elsevier
A stereocontrolled, facile total synthesis of ganglioside GD 3 is described as an example of a
proposed systematic approach to the preparation of gangliosides containing an α-sialyl-(2→ …
proposed systematic approach to the preparation of gangliosides containing an α-sialyl-(2→ …