Development of Highly Potent D-Glucosamine-Based Chiral Fluorescent Labeling Reagents and a Microwave-Assisted β-Selective Glycosidation of a Methyl Glycoside Reagent
スポンサーリンク
概要
- 論文の詳細を見る
We synthesized new chiral fluorescence labeling reagents having a 2,3-anthracenedicarboximide group from D-glucosamine, and it was possible to introduce target alcohols at the anomeric positions of the reagents with β-selectivity by glycosidations. Especially, it was possible to use methyl glycoside reagent as a glycosyl donor with a Lewis acid and microwave irradiation, and it gave selectively β-glycoside while the reaction without microwave irradiation gave α- and β-mixed glycosides. Those reagents showed very high chiral discrimination ability, and they made it possible to separate the eight stereoisomers of 4,8,12,16-tetramethylheptadecanol by HPLC after derivatizations.
- 社団法人 日本農芸化学会の論文
- 2005-05-23
著者
-
大類 洋
横浜薬科大学
-
大類 洋
東北大・農
-
Ohrui Hiroshi
東北大学 農
-
Akasaka Kazuaki
Graduate School Of Life Sciences Tohoku Univ.
-
Akasaka Kazuaki
東北大学 農
-
Akasaka Kazuaki
Graduate School Of Life Sciences Tohoku University
-
Akasaka Kazuaki
Graduate School Of Life Science Tohoku University
-
OHRUI Hiroshi
Graduate School of Life Science, Tohoku University
-
KITAHARA Takeshi
Kitasato Institute
-
Kato Rumiko
Graduate School Of Life Sciences Tohoku University
-
KODAIRA Teruhisa
Graduate School of Life Sciences, Tohoku University
-
SHIMIZU Hiroki
Graduate School of Life Sciences, Tohoku University
-
Shimizu Hiroki
Graduate School Of Life Sciences Tohoku University
-
Ohrui Hiroshi
Graduate School Of Life Science Tohoku University
-
Kitahara T
The University Of Tokyo
-
Ohrui Hiroshi
Graduate School Of Life Sciences Tohoku Univ.
-
Kitahara Takeshi
School Of Pharmacy Teikyo Heisei University
-
Kodaira Teruhisa
Graduate School Of Life Sciences Tohoku University
-
Kitahara Takeshi
Department Of Applied Biological Chemistry Graduate School Of Agricultural And Life Sciences The Uni
-
赤坂 和昭
東北大 大学院
-
Kitahara Takeshi
School Of Pharmacy Teikyo Heisei Univ.
関連論文
- ジアステレオマー法の問題点を克服した超高感度遠隔位不斉識別法の開発と生理活性天然物の絶対位置決定への応用
- 24 ジアステオマー法の"本質的問題点"をも解決した超高感度不斉識別法(口頭発表の部)
- 連載講座 「もの」が語るバイオサイエンス(3)ジアステレオマー法の問題点を克服した超高感度遠隔位不斉識別法の開発と生理活性天然物の絶対位置決定への応用
- 95(P-6) 分岐アルキル鎖の遠隔位不斉識別法の開発と天然化合物の絶対配置決定への応用(ポスター発表の部)
- 蛍光不斉誘導体化試薬による分岐脂肪酸の遠隔位不斉識別 (分離・検出と機能物質)
- Highly Sensitive Flow Injection Analysis of Lipid Hydroperoxides in Foodstuffs
- Synthesis of the Four Stereoisomers of 2,6-Dimethyloctane-1,8-dioic Acid, a Component of the Copulation Release Pheromone of the Cowpea Weevil, Callosobruchus maculatus
- Structure of an Unsaturated Fatty Acid with Unique Vicinal Dimethyl Branches Isolated from the Okinawan Soft Coral of the Genus Sinularia
- 55(P-21) キラル識別におけるジアステレオマー法の本質的問題点の解決と天然有機化合物の絶対配置決定への応用(ポスター発表の部)
- Determination of the Absolute Configurations of the Anteiso Acid Moieties of Glycoglycerolipid S365A Isolated from Corynebacterium aquaticum(Analytical Chemistry)
- 過酸化物消去能から見たXYZ系活性酸素消去
- 蛍光試薬
- Absolute Configuration of a Ceramide with a Novel Branched-chain Fatty Acid Isolated from the Epiphytic Dinoflagellate, Coolia monotis
- Enatiomeric Separation of Branched Fatty Acids after Conversion with trans-2-(2,3-Anthracenedicarboximido) cyclohexanol, a Highly Sensitive Chiral Fluorescent Conversion Reagent
- 過酸化脂質のFIAによる分析
- 14 遠隔位不斉識別法の開発とその天然有機化合物の絶対配置決定への応用(口頭発表の部)
- Highly Sensitive Isomeric Determination of Beraprost Sodium in Plasma Using a Fluorescent Chiral Derivatization Reagent (Proceedings of Asianalysis 4--The Fourth Asian Conference on Analytical Sciences)
- カルボン酸の蛍光不斉誘導体化試薬AMB-OTfの開発 : 有機化学・天然物化学
- HPLCを用いた下痢性貝毒・DTX-3の高感度蛍光分析 : 有機化学・天然物化学
- Automatic determination of hydroperoxides of phosphatidylcholine and phosphatidylethanolamine in human plasma
- Enzymatic Assay of Phosphatidylcholine Hydroperoxide by Phospholipase A_2 and Glutathione Peroxidase-Based on Fluorometry with N-(9-Acridinyl)maleimide
- Fluorometric Assay of Glutathione Peroxidase Activity in Liver and Plasma with N- (9-Acridinyl)maleimide
- Crystalline Structure of N-(S)-2-Heptyl (1R,2R)-2-(2,3-Anthracenedicarboximido)cyclohexanecarboxamide That Differs from Its Preferred Conformation in the Solvent Used for Crystallization
- インフルエンザの特効薬開発される!?
- 1998年度日本分析化学会技術功績賞受賞者 石田泰夫君
- 思わぬ収穫
- P-34 サイエンスが直面する難題を有機化学の基本でブレークスルーする : Part II,画期的抗HIVヌクレオシドの創製(ポスター発表の部)
- 耐性HIVを発現させない低毒性逆転写酵素阻害ヌクレオシドの創製研究
- 140(P-96) 多剤耐性HIVに有効なヌクレオシドの創製(ポスター発表の部)
- Determination of Dinophysis Toxin-3 by the LC-LC Method with Fluorometric Detection
- 15 D-glucoseを出発原料とした海産天然物の合成研究(口頭発表の部)
- Synthesis of the Four Stereoisomers of 7-Acetoxy-15-methylnonacosane, a Component of the Female Sex Pheromone of the Screwworm Fly, Cochliomyia hominivorax
- Development of Highly Potent D-Glucosamine-Based Chiral Fluorescent Labeling Reagents and a Microwave-Assisted β-Selective Glycosidation of a Methyl Glycoside Reagent
- 坑エイズ剤アジドチミジン(AZT)の合成研究(有機化学・天然物化学-反応と合成(糖, アミノ酸, テルペン, その他)-)
- 高速液体クロマトグラフィーポストカラム法による血しょう及び血清中のホスファチジルコリンヒドロペルオキシドの定量
- 耐性HIVを発現させない, 低毒性・高活性の逆転写酵素阻害ヌクレオシドの創製 : エイズやB型肝炎の夢の特効薬となるうるか?
- 今日の話題 耐性HIVを発現させない,低毒性・高活性の逆転写酵素阻害ヌクレオシドの創製--エイズやB型肝炎の夢の特効薬となりうるか?
- 高感度キラル蛍光分析試薬開発の戦略
- 新しいキラル分析法の開発
- Potential D, L-Amino Acid Sequence Analysis of Peptides from the C-Terminus
- Simultaneous Analysis of Enantiomeric Amino Acids Based on Derivatization with(S)-(+)-2-t-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic Acid and High-Performance Liquid Chromatography
- A New Reaction of Adenine with a 1,4-Anhydroribitol Having a Vicinal cis-Oriented Azide and O-Tosylate: Formation of a Novel Aziridinoadenine Isonucleoside
- Synthesis of 4'-C-Methylnucleosides
- Synthesis of Conceptually New, Potentially Anti-viral, Low-Toxity, Acid- and Enzyme-stable Furanoid and Pyranoid Nucleosides
- Simple Method to Determine the Absolute Configuration of the Glycerol Moiety in Glycosyl Glycerols Based on ORD and CD(Organic Chemistry)
- Synthesis and Characterization of Chirally Deuteriated sn-Glycerols(Organic Chemistry)
- Synthesis of N-Acetyl-3-fluoro-neuraminic Acids(Organic Chemistry)
- Syntheses and ^1H-NMR Studies of Methyl 4,6-Di-O-glucopyranosyl-β-D-glucopyranosides Chirally Deuterated at the (1→6)-Linkage Moiety(Organic Chemistry)
- Conformational Analysis of Mucin-type Sugars by ^1H-NMR Spectroscopy of the Chirally Deuterated Analogs(Organic Chemistry)
- Syntheses of Chiral γ-Lactones from D- and L-Arabinoses(Organic Chemistry)
- Synthesis of (4S,5S)-4,5-Dihydroxy-4,5-O-isopropylidene-2-cyclopenten-1-one from D-Ribose(Organic Chemistry)
- Chiral Deuteration at C-5 of 1,5-Anhydropentofuranose Derivatives(Organic Chemistry)
- Syntheses and Flavors of Four Possible Optical Isomers of Marmelo Lactones
- 41 キラル重水素化法、NMR並びに理論計算(HSEA)法による糖鎖(1-6)結合軸の安定配座解析(口頭発表の部)
- グリセリド類のキラル重水素ラベル化(有機化学・天然物化学-反応と合成(糖, アミノ酸, テルペン, その他)-)
- キラルに重水素化されたムチン型糖鎖の合成とNMRによる立体配座解析(有機化学・天然物化学-反応と合成(糖質)-)
- 28 キラル重水素標識N-結合型糖鎖モデルの立体配座解析(口頭発表の部)
- 36 単糖ヒドロキシメチル部位のキラル重水素化標識法の開発とその利用
- P-39 2'-DEXY-4'-C-ETHYNYL-2-FLUOROADENOSINE, A NRTI THAT COULD BE AN IDEAL DRUG FOR BOTH HIV-AND HBV-INFECTIONS
- Synthesis of the L-Enantiomer of 4'-C-Ethynyl-2'-deoxycytidine(Organic Chemistry)
- Highly Potent Chiral Labeling Reagents for the Discrimination of Chiral Alcohols
- Syntheses of a Series of Fluorescent Carboxylic Acids with a 1, 3-Benzodioxole Skeleton and Their Evaluation as Chiral Derivatizing Reagents
- リパーゼの作用による生成物の蛍光キラル誘導体化試薬による分析
- 非等価飽和メチレンを選択的に観測するNMR法の考案(有機化学・天然物化学-方法論, その他-)
- シガトキシンのABC環モデル化合物の合成研究 : 有機化学・天然物化学
- 高感度D, L-アミノ酸分析のための蛍光性不斉誘導体化試薬(+)-2-メチル-2-β-ナフチル-1,3-ベンゾジオキソール-4-カルボン酸の開発 ( バイオサイエンスと分析化学)
- リパーゼの作用による生成物のキラルクロマトグラフィー分析(I)
- 蛍光性不斉誘導化試薬(+)-MNBカルボン酸の開発およびD, L-アミノ酸分析への応用 : 有機化学・天然物化学
- 天然グリセロ-ル誘導体の絶対配置の決定
- 食品分析における最近の技術-2-新蛍光試薬の開発(セミナ-室)
- 立体配座解析を目的としたキラル重水素標識N-結合型糖鎖の合成(有機化学・天然物化学-反応と合成(糖質)-)
- 脂質ヒドロペルオキシドのホスフィン試薬による蛍光定量法 (脂質ヒドロペルオキシドの新しい定量法)
- 糖のキラル重水素標識(研究のスポット)
- Measurement of Cholesterol Ester Hydroperoxides of High and Combined Low and Very Low Density Lipoprotein in Human Plasma
- Measurement of Hydroxy and Hydroperoxy Fatty Acids by a High Pressure Liquid Chromatography with a Column-switching System
- A Simple Fluorometry of Hydroperoxides in Oils and Foods
- A Sensitive Enzymatic Determination of Acylglycerol Hydroperoxides by Lipase and Glutathione Peroxidase with N-(9-Acrydinyl)maleimide Fluorometry(Analytical Chemistry)
- A Sensitive Enzymatic Determination of Fatty Acid Hydroperoxide by Glutathione Peroxidase with N-(9-Acrydinyl)maleimide Fluorometry(Analytical Chemistry)
- Fluorometric Determination of Sulfite in Wine by N-(9-Acridinyl)maleimide(Analytical Chemistry)
- Fluorometric Determination of Sulfite with N-(9-Acridinyl)maleimide for High Performance Liquid Chromatography(Analytical Chemistry)
- Selectivity Enhancement for trans-2-(2,3-Anthracenedicarboximido)-cyclohexane-derived Diastereomers in HPLC by Using an Ordered Organic Stationary Phase
- Synthesis of 4'-C-Ethynyl-β-D-arabino-and 4'-C-Ethynyl-2'-deoxy-β-D-ribo-pentofuranosyl Pyrimidines, and Their Biological Evaluation
- Synthesis of 4'-C-Ethynyl-β-D-ribo-pentofuranosyl Pyrimidines
- 糖のNMR (最近の糖化学の話題)
- Study on the Application of the (S)-2-tert-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid-based On-line HPLC-Exciton CD Analysis to Acyclic 1,3-Diols
- イソヌクレオシドなど糖部修飾ヌクレオシド類の合成研究 : 有機化学,天然物化学
- Effect of Ascorbic Acid on the Chemiluminescence of Polyphenols
- 蛍光分析試薬の開発とその応用-油化学研究を中心として-
- 糖部変換ヌクレオシド類合成の最近の進歩(新規合成法の開発) (核酸化学の新展開--新しい機能性分子を求めて) -- (新しい構造と機能を有するヌクレオシドの分子設計)
- 食品の微量分析
- 糖を利用した光学活性天然物の合成(化学の窓)
- Ansaetherone, a New Radical Scavenger from Streptomyces sp.
- A solution of the“intrinsic problem”of diastereomer method in chiral discrimination : Development of a method for highly efficient and sensitive discrimination of chiral alcohols
- Chiral Discrimination of Branched-chain Fatty Acids by Reversed-phase HPLC after Labeling with a Chiral Fluorescent Conversion Reagent
- Study on the Application of the (S)-2-tert-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid-based On-line HPLC-Exciton CD Analysis to Acyclic Vicinal Diols and 1,3-Diols
- (S)-TBMB-カルボン酸を用いたオンライン-HPLC-励起子CD分析
- 蛍光分析試薬の設計
- 蛍光性不斉試薬(S)-TBMBカルボン酸によるHPLC-CD分析法
- 蛍光不斉誘導体化試薬による分岐脂肪酸類の遠隔位不斉識別
- 核酸化学のエイズ薬創製への展開(ヘッドライン:創る核酸化学)