Biochemical Studies on Thiosugars. III. Synthesis of 6-Deoxy-6-mercapto-D-glucose.

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概要

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• 6-Deoxy-6-thio-D-glucose was prepared by hydrolysis of 6-deoxy-6-mercapto-6-S-acetyl-1,2,3,4-tetra-O-acetyl-β-D-glucopyranose and 6-deoxy-6-mercapto-6-S-acetyl-1,2-O-isopropylidene-3,5-benzylidene-α-D-glucofuranose which were synthesized from corresponding 6-p-toluenesulfonyl derivatives and potassium thiolacetone in boiling acetone.

• 公益社団法人日本薬学会の論文
• 1962-07-25

著者

• 赤木 満洲雄

  Faculty of Pharmaceutical Sciences, School of Medicine, Hokkaido University

• 手島 節三

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 羽賀 正信

  Faculty of Pharmaceutical Sciences, School of Medicine, Hokkaido University, Nishi-5-chome, Kita-12-

• 手島 節三

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 羽賀 正信

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 羽賀 正信

  Faculty Of Pharmaceutical Sciences Health Sciences University Of Hokkaido

• 赤木 満洲雄

  Faculty Of Pharmaceutical Sciences Hokkaido University

関連論文

• Studies on Metabolism of 2-Methyl-3-o-tolyl-4(3H)-quinazolinone. II. Physiological Disposition and Metabolic Fate of 2-Methyl-3-o-tolyl-4 (3H)-quinazolinone.
• Studies on Metabolism of 2-Methyl-3-o-tolyl-4 (3H)-quinazolinone. I. The Estimation of 2-Methyl-3-o-tolyl-4 (3H)-quinazolinone in Biological Materials.
• Synthesis of 2-Acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(α-L-fucopyranosyl)-D-glucopyranose (3-O-α-L-Fucopyranosyl-di-N-acetylchitobiose)
• Chemical Modification of Lactose. XIII. Synthesis of Lacto-N-tetraose
• A Preparation of the Branched Trisaccharide 2-Acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-3-O-(β-D-xylopyranosyl)-D-glucopyranose (3-O-β-D-Xylopyranosyl-N-acetyllactosamine)
• Chemical Modification of Lactose. XII. Preparation of O-(2-Acetamido-2-deoxy-β-D-glucopyranosyl)-(1→6)-O-β-D-galactopyranosyl-(1→4)-D-glucopyranose (6´-N-Acetylglucosaminyllactose)
• Synthesis of Methyl O-β-D-Galactopyranosyl-(1→6)-O-α-D-galactopyranosyl-(1→6)-O-α-D-galactopyranosyl-(1→6)-O-β-D-glucopyranoside
• Chemical Modification of Lactose. IX. Synthesis of O-β-D-Galactopyranosyl-(1→6)-O-β-D-galactopyranosyl-(1→4)-D-glucopyranose (6'-Galactosyllactose)
• A Facile Synthetic Approach for Alkyl α-Glycosides of Reducing Disaccharides
• The Lipase-Catalyzed Reaction of n-Alkyl n-Butyrates with Methanol
• Analytical Studies on Esterases using Gas-Liquid Chromatography. II. On the Alcoholytic and Hydrolytic Activities of Esterases from Swine Liver and Mucor javanicus
• Studies on Food Additives. XII. Synthesis of p-Ethoxyphenylurea N-Glucuronide, a Metabolite in Rabbit
• Studies on Food Additives. IX. Estimation of p-Ethoxyphenylurea in Biological Materials and Physiological Disposition in the Animals
• Structure of p-Ethoxyphenylurea-N-glucuronide
• Chemical Modification of Lactose. XIII. Synthesis of Lacto-N-tetraose
• New Syntheses of 6-Deoxy-L-gulose and 6-Deoxy-L-talose
• Chemical Modification of Maltose. VII. Synthesis of 4-O-(2-Acetamido-2-deoxy-α-D-glucopyranosyl)-D-glucopyranose (GlcNAcα1→4Glc)
• Chemical Modification of Maltose. VI. Selective p-Toluenesulfonylation of 1,6-Anhydro-4', 6'-O-benzylidene-β-maltose using Phase Transfer Catalysis
• Chemical Modification of Maltose. V. A New Synthesis of 2-Acetamido-2-deoxy-4-O-α-D-glucopyranosyl-α-D-glucopyranose (N-Acetylmaltosamine)
• Chemical Modification of Maltose. IV. Synthesis of 4-O-α-D-Altropyranosyl-D-glucopyranose
• Chemical Modification of Maltose. III. Selective p-Toluenesulfonylation of 1,6-Anhydro-4', 6'-O-benzylidene-β-maltose
• Studies on Catalytic Hydrogenation of the Exocyclic Double Bond in Reducing Disaccharides
• Selective Benzoylation of 1,6-Anhydro-4', 6'-O-benzylidene-β-maltose
• Syntheses of 4-O-α-D-Galactopyranosyl-D-glucopyranose and 4-O-(6-Deoxy-α-D-galactopyranosyl)-D-glucopyranose by Chemical Modifications of Maltose
• Thiosugars. XVII. Syntheses of Maltose Derivatives having Sulfur Atom in the Reducing Moiety
• キノン系化合物の抗菌性作用機序に関する研究(第1報) : キノン系化合物の化学構造と抗菌性(その1)アリルベンゾキノン類の化学構造と抗菌性
• Thiosugars. XVIII. : Synthesis of 2-Acylamino-1,6-anhydro-2,6-dideoxy-6-thio-β-D-glucopyranose
• ISOLATION OF LIMONIN AND OBACUNONE FROM PHELLODENDRI CORTEX SHORTEN THE SLEEPING TIME INDUCED IN MICE BY α-CHLORALOSE-URETHANE
• Studies on the Constitution of Edible and Medicinal Plants. I. : Isolation and Identification of 4-O-Methylpyridoxine, Toxic Principle from the Seed of Ginkgo biloba L.
• AN ANTIVITAMIN B_6,4'-METHOXYPYRIDOXINE, FROM THE SEED OF GINKGO BILOBA L.
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• Thiosugars. VI. Reaction Products of Potassium Alkyl- and Benzylxanthates with Acetylated Glucosyl Halides.
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• Synthesis of 2-Acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-(α-L-fucopyranosyl)-D-glucopyranose (6-O-α-L-Fucopyranosyl-di-N-acetylchitobiose)
• A New Synthesis of 2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose (Chitobiose Octaacetate)
• Syntheses of O-α-and O-β-D-Galactopyranosyl-(1→6)-O-[α-D-glucopyranosyl-(1→4)]-D-glucopyranoses
• Synthesis of O-α-and O-β-D-Galactopyranosyl-(1→6)-O-α-D-glucopyranosyl-(1→4)-D-glucopyranoses
• Chemical Modification of Lactose. V. Synthesis of 6'-Acetamido-6'-deoxy-α-lactose
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• Studies on the Fischer's Glucal-hydrobromid-diacetat and Glucal-hydrobromid-triacetat
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• Synthesis of Anomers of 6-O-Tosyl-1,3,4-tri-O-acetyl-N-acetyl-D-glucosamine and 1,6-Anhydro-N-acetyl-β-D-glucosamine.
• A New Synthesis of 1,6-Anhydro-β-D-glucopyranose (Levoglucosan).
• Biochemical Studies on Thiosugars. III. Synthesis of 6-Deoxy-6-mercapto-D-glucose.
• Reaction Products of Glucuronic Acid with Phenylhydrazine.
• Biochemical Studies on Thiosugars. II. Synthesis of N-Acetyl-1-thio-D-glucosamine and its Derivatives.
• Biochemical Studies on Thiosugars. I. Synthesis of 1-Thio-D-glucuronic Acid.
• Syntheses of Acetylated Tetrasaccharides, Manα1→2Manα1→3Manβ1→4GlcNAc and Manα1→3Manα1→6Manβ1→4GlcNAc
• Syntheses of 2-Acetamido-2-deoxy-4-O-β-D-galactopyranosyl-D-glucopyranose (N-Acetyllactosamine) Derivatives
• Chemical Modification of Lactose. XVII. Syntheses of O-α- and O-β-L-Fucopyranosyl-(1→4)- or -(1→6)-O-β-D-galactopyranosyl-(1→4)-D-glucopyranoses (4'- or 6'-O-α- and -O-β-L-Fucopyranosyllactoses)
• Synthesis of 2-Acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose, a Useful Glycosyl Acceptor for 1,4-Linked, N-Acetylglucosaminecontaining Oligosaccharides Synthesis
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• Thiosugars. VII. Synthesis of 1-Thio-2-deoxy-β-D-glucose Derivatives
• A New Synthesis of α-L-Fucose
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• Chemical Modification of Lactose. VII. Synthesis of 4-O-β-D-Idopyranosyl-D-glucopyranose
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• Syntheses of 6-Acetamido-6-deoxy-lactose Derivatives
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• Studies on the Bromine Addition Compounds derived from 3,4,6-Tri-O-acetyl-D-glucal
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• Studies on Nitro-Reducing Systems of Rat Liver
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