Glycosides Having Chromophores as Substrates for Sensitive Enzyme Analysis. I. : Synthesis of Phenolindophenyl-β-D-glucopyranosides as Substrates for β-Glucosidase
スポンサーリンク
概要
- 論文の詳細を見る
Five new glucopyranosides, phenolindophenyl- (2a), phenolindo-3'-chlorophenyl-(2b), phenolindo-3', 5'-dichlorophenyl- (2c), 2,5-dimethylphenolindophenyl- (2d), and phenolindo-3', 5'-dibromophenyl-β-D-glucopyranoside (2e), were synthesized through two routes. Compounds 2c and 2e were synthesized by direct glycosidation (route A) of the Na salt of dihalogenophenolindophenol (4c and 4e). The direction of glycosidation was controlled by the choice of free phenolindophenois or the Na salts. Compounds 2a-d were synthesized via the condensation reaction (route B) of 4-aminophenyl 2,3,4,6-tetra-O-acetryl-β-D-glucopyranosides (9a-c) with quinones (10 and 11). When 1,4-naphthoquinone (12) was used in this reaction, N-(2-naphthoquinonyl)-4-aminophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (13) was the major product. These glucopyranosides (2a-d) were hydrolyzed by β-glucosidase to give a blue product having high absorbance and they were concluded to be potential substrates for the assay of β-glucosidase.
- 公益社団法人日本薬学会の論文
- 1990-01-25
著者
-
加藤 元彦
Research And Development Division Kikkoman Corporation
-
山次 信幸
Research and Development Division, Kikkoman Corporation
-
徳竹 昌一
Research and Development Division, Kikkoman Corporation
-
徳竹 昌一
Research And Development Division Kikkoman Corporation
-
山次 信幸
Research And Development Division Kikkoman Corporation
関連論文
- Sytheses of 2-Chloro-4-nitrophenyl β-D-Maltopentaosides with Bulky Modification and Their Application to the Differential Assay of Human α-Amylases
- Studies on the Synthesis of Compounds Related to Adenosine 3', 5'-Cyclic Phosphate. VII. : Synthesis and Cardiac Effects of N^6,N^6-Dialkyl Adenosine 3', 5'-Cyclic Phosphates
- Studies on the Synthesis of Compounds Related to Adenosine-3', 5'-cyclic Phosphate. VI. : Synthesis and Cardiac Effects of N^6,N^6,2'-O-Trialkyl-, N^6,2'-O-Dialkyl-, and 2'-O-Alkyladenosine-3', 5'-cyclic Phosphates
- Studies on the Synthesis of Compounds Related to Adenosine 3', 5'-Cyclic Phosphate. V. : Synthesis and Cardiac Effect of N^6-Alkyladenosine 3', 5'-Cyclic Phosphates and Their 8-Benzylthio Derivatives
- Analytical Chemical Studies on Steroids. XX. Zimmermann Reaction and Deuterium Exchange Reactivity of Oxosteroids and Related Compounds
- Glycosides Having Chromophores as Substrates for Sensitive Enzyme Analysis. II. Synthesis of Phenolindophenyl-β-D-glucopyranosides Having an Electron-Withdrawing Substituent as Substrates for β-Glucosidase
- Glycosides Having Chromophores as Substrates for Sensitive Enzyme Analysis. I. : Synthesis of Phenolindophenyl-β-D-glucopyranosides as Substrates for β-Glucosidase
- Inotropic and Chronotropic Actions of 2-Substituted and 8-Substituted Derivatives of Adenosine 3', 5'-Cyclic Monophosphate
- Studies on the Synthesis of Compounds related to Adenosine 3', 5'-Cyclic Phosphate. IV. The Synthesis of 2-Sulfo- and 2-Carboxy-adenosine 3', 5'-Cyclic Phosphate
- Studies on the Synthesis of Compounds related to Adenosine 3', 5'-Cyclic Phosphate. III. The Synthesis of 2-Halogenoadenosine 3', 5'-Cyclic Phosphate
- Studies on the Syntheses of Compounds related to Adenosine 3', 5'-cyclic Phosphate. II. Removal of Etheno Group of 2-Substituted 1,N^6-Etheno-adenosine 3', 5'-cyclic Phosphates
- The Synthesis of 2-Substituted 1,N^6-Etheno-adenosine-3', 5'-cyclic Phosphate by Ring Reclosure of Alkali-hydrolizate of 1,N^6-Etheno-adenosine-3', 5'-cyclic Phosphate
- Chemical Modifications of Androsta-1,4-diene-3,17-dione. III. The Synthesis of (20R)-17α, 20,21-Trihydroxypregna-1,4-dien-3-one and Its Derivatives
- Stereochemistry of Δ^ Unsaturation in Microbial Transformation of Cholesterol
- Synthesis of 1,2- and 2,3-Dimethoxy-4-methylestratrienes
- The Synthesis and Zimmermann Reaction of Some Androsten-16-ones
- Analytical Chemical Studies on Steroids. VII. The Zimmermann Complexes Derived from i-Androstanolone and Its Related 17-Oxosteroids
- Analytical Chemical Studies on Steroids. IV. The Zimmermann Reaction of 16- and 17-Oxosteroids
- Synthesis of 4-Aminophenyl N-Acetyl-β-D-glucosaminide Derivatives and Their Application to the Rate-Assay of N-Acetyl-β-D-glucosaminidase
- Glycosides Having Chromophores as Substrates for Sensitive Enzyme Analysis. V. Synthesis of 6'-O-Substituted 2'-7'-Dichlorofluorescein N-Acetyl-β-D-glucosaminides as Substrates for the Rate-Assay of N-Acetyl-β-D-glucosaminidase
- Glycosides Having Chromophores as Substrates for Sensitive Enzyme Analysis. IV. Synthesis of N-Acetyl-β-D-glucosaminides of Fluorescein Derivatives and Their Application to the Rate-Assay of N-Acetyl-β-D-glucosaminidase
- Studies on the Synthesis of COmpounds Related to Adenosine 3', 5'-Cyclic Phosphate. IX. Synthesis and Cytotoxic Effect of Adenosine 3', 5'-Cyclic Alkylphosphoramidates
- NOVEL SELECTIVE INHIBITOR OF α-AMYLASE ISOENZYMES