A5101861949- Carbohydrate Chemistry and Synthesis
- Glycosylation and Glycoproteins Research
- Chemical Synthesis and Analysis
- Chemical Synthesis and Reactions
- Natural product bioactivities and synthesis
- Enzyme Catalysis and Immobilization
- Enzyme Production and Characterization
- Asymmetric Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Chemical synthesis and alkaloids
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Sulfur-Based Synthesis Techniques
- Oxidative Organic Chemistry Reactions
- Biological Activity of Diterpenoids and Biflavonoids
- Marine Sponges and Natural Products
- Microbial Natural Products and Biosynthesis
- Biochemical and Molecular Research
- Microbial Metabolites in Food Biotechnology
- Analytical Chemistry and Chromatography
- Traditional and Medicinal Uses of Annonaceae
- Organic Chemistry Cycloaddition Reactions
- Synthesis and Catalytic Reactions
- Alkaloids: synthesis and pharmacology
- Asymmetric Hydrogenation and Catalysis
Ritsumeikan University
2015-2025
Kyoto Pharmaceutical University
2006-2017
Osaka University of Pharmaceutical Sciences
2009-2013
University of Shizuoka
2009
Forestry and Forest Products Research Institute
2009
Suzuka University of Medical Science
2009
Tokyo University of Agriculture and Technology
2001-2004
Keio University
2003
RIKEN
1994-2001
Kumamoto University
1987-2001
Abstract Carbohydrates on cell surfaces are information molecules. Although only seven or eight monosaccharides commonly used as building blocks in mammalian systems, the multifunctionality of these monomers can lead to assembly an immense variety complex structures. Millions different tetrasaccharide structures, for example, be constructed from this small number blocks, if branching, stereochemistry glycosidic linkages, and modification hydroxyl amino groups taken into consideration....
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTEnzyme-catalyzed aldol condensation for asymmetric synthesis of azasugars: synthesis, evaluation, and modeling glycosidase inhibitorsTetsuya Kajimoto, Kevin K. C. Liu, Richard L. Pederson, Ziyang Zhong, Yoshitaka Ichikawa, John A. Porco Jr., Chi Huey WongCite this: J. Am. Chem. Soc. 1991, 113, 16, 6187–6196Publication Date (Print):July 1, 1991Publication History Published online1 May 2002Published inissue 1 July...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTUse of dihydroxyacetone phosphate-dependent aldolases in the synthesis deoxy aza sugarsKevin K. C. Liu, Tetsuya Kajimoto, Lihren Chen, Ziyang Zhong, Yoshitaka Ichikawa, and Chi Huey WongCite this: J. Org. Chem. 1991, 56, 22, 6280–6289Publication Date (Print):October 1, 1991Publication History Published online1 May 2002Published inissue 1 October 1991https://pubs.acs.org/doi/10.1021/jo00022a013https://doi.org/10.1021/jo00022a013research-articleACS...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPalladium-mediated stereocontrolled reductive amination of azido sugars prepared from enzymic aldol condensation: a general approach to the synthesis deoxy aza sugarsTetsuya Kajimoto, Lihren Chen, Kevin K. C. Liu, and Chi Huey WongCite this: J. Am. Chem. Soc. 1991, 113, 17, 6678–6680Publication Date (Print):August 1, 1991Publication History Published online1 May 2002Published inissue 1 August...
Building on our previously reported techniques, we developed a concise and highly stereoselective synthesis method for β,β-disubstituted α,β-unsaturated esters. This comprises 3 reactions: the aldol reaction of acetic ester derivatives with ketones, acetylation tert-alcohols, an elimination utilizing 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). During process, anhydride 4-dimethylaminopyridine (DMAP) facilitated smooth bulky tert-alcohols; however, employing DBU as base reduced yields....
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDesign and Synthesis of Sialyl Lewis X MimeticsTaketo Uchiyama, Vassil P. Vassilev, Tetsuya Kajimoto, Weichyun Wong, Chun-Cheng Lin, Hongmei Huang, Chi-Huey WongCite this: J. Am. Chem. Soc. 1995, 117, 19, 5395–5396Publication Date (Print):May 1, 1995Publication History Published online1 May 2002Published inissue 1 1995https://doi.org/10.1021/ja00124a037RIGHTS & PERMISSIONSArticle Views467Altmetric-Citations87LEARN ABOUT THESE METRICSArticle Views...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTInhibition of N-acetylglucosaminyl transfer enzymes: chemical-enzymic synthesis new five-membered acetamido azasugarsYoshikazu Takaoka, Tetsuya Kajimoto, and Chi Huey WongCite this: J. Org. Chem. 1993, 58, 18, 4809–4812Publication Date (Print):August 1, 1993Publication History Published online1 May 2002Published inissue 1 August 1993https://pubs.acs.org/doi/10.1021/jo00070a013https://doi.org/10.1021/jo00070a013research-articleACS...
Three new metabolites having a spiro-heterocyclic γ-lactam core, cephalimysins B−D (1−3), as well FD-838 (4) were isolated from culture broth of Aspergillus fumigatus that was originally separated the marine fish Mugil cephalus. Compounds 1−3 are diastereomers 4. 2 and 3 exhibit an opposite absolute configuration at spiro carbon to other known naturally occurring γ-lactams. In addition, we succeeded in chemical transformation four natural products (1−4) into their epimers (1′−4′) C-8 afford...
Abstract Die auf Zelloberflächen anzutreffenden Saccharide sind Informationsträger molekularer Ebene. Obwohl sich Säugetiere normalerweise die Verwendung von nur sieben oder acht Monosaccharidbausteinen beschränken, ist wegen der Multifunktionalität dieser Monomere Aufbau einer schier unbegrenzten Zahl komplexer Strukturen möglich. So können beispielsweise mehrere Millionen topologisch unterschiedlicher Tetrasaccharide aus diesen wenigen Monosacchariden entstehen, wenn man Art Verzweigung,...
An efficient new route based on intramolecular Heck cyclization of the diene 11 was developed to prepare 4a-methyltetrahydrofluorene diterpenoids and utilized for total synthesis (±)-dichroanal B with significantly improved overall yield.
The synthesis of the abeo-abietane-type diterpenoids, i.e., (−)-dichroanal B, (−)-dichroanone, and taiwaniaquinone H, was achieved by using intramolecular asymmetric Heck reaction. Our synthetic routes required fewer steps gave a much higher overall yield ee within shorter than those for racemic antipodal forms reported to date (10, 12, 13 with an 50%, 40%, 39%, 94%, 98%, 98% ee, respectively).
Glycosyltransferases and glycosidases work together to construct the oligosaccharide moieties of biologically active glycoconjugates. Although many excellent glycosidase inhibitors have been developed, some which are in clinical use, there relatively few promising candidates glycosyltransferase inhibitors. In this review, we summarize current state development
A series of iminocyclitols was prepared using a versatile synthetic strategy, and their inhibition glycosidases evaluated capillary electrophoresis. The study has demonstrated that remarkable specificities in enzyme can be achieved with small modifications on the aglycon side chain ring nitrogen. Among compounds synthesized, (2R,3R,4R,5R)-N-methyl-2-(acetamidomethyl)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidine found to very potent against β-N-acetylhexosaminidase P Ki value 80 nM.
Abstract Die molekulare Erkennung von Kohlenhydraten durch Proteine und Nucleinsäuren ist hochspezifisch, obwohl die Dissoziationskonstanten aufgrund der bei fehlenden hydrophoben Gruppen in Regel nur im millimolaren oder oberen mikromolaren Bereich liegen. hohe Spezifität dieser schwachen Bindungen Folge zahlreicher Wasserstoffbrückenbindungen Koordination Metallatomen als Brücken zwischen Saccharid Rezeptor. Zwar gibt es auch schwache hydrophobe Wechselwirkungen Zuckerbausteinen Proteinen,...