JP6068367B2 - 糖類、糖アルコール、及び関連する脱水生成物の定量分析のための改良された方法 - Google Patents
糖類、糖アルコール、及び関連する脱水生成物の定量分析のための改良された方法 Download PDFInfo
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- JP6068367B2 JP6068367B2 JP2013557747A JP2013557747A JP6068367B2 JP 6068367 B2 JP6068367 B2 JP 6068367B2 JP 2013557747 A JP2013557747 A JP 2013557747A JP 2013557747 A JP2013557747 A JP 2013557747A JP 6068367 B2 JP6068367 B2 JP 6068367B2
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
- G01N31/10—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using catalysis
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- G—PHYSICS
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- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/98—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving alcohol, e.g. ethanol in breath
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/0004—Gaseous mixtures, e.g. polluted air
- G01N33/0009—General constructional details of gas analysers, e.g. portable test equipment
- G01N33/0011—Sample conditioning
- G01N33/0013—Sample conditioning by a chemical reaction
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
- G01N2030/8809—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample
- G01N2030/884—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample organic compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
- Y10T436/142222—Hetero-O [e.g., ascorbic acid, etc.]
- Y10T436/143333—Saccharide [e.g., DNA, etc.]
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- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Cell Biology (AREA)
- Microbiology (AREA)
- Combustion & Propulsion (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Description
無水酢酸及びビスマストリフラート触媒を用いたイソソルビドの誘導体化
市販のイソソルビド(工業グレード、85%、製品番号100100)をArcher Daniels Midland Co.(イリノイ州、Decatur)から入手し、以下のように誘導体化した。すなわち、イソソルビド0.1gの試料をシンチレーションバイアルに秤量し、1.0mLの無水酢酸を添加した。ビスマストリフラート触媒(0.001g)を添加し、バイアルを10分間注意深く回転した。その後、バイアルにゆるく蓋をし、時々穏やかに回転させながら1時間恒温放置した。恒温放置後、試料の1.00mLアリコートを9.00mLの酢酸エチルで希釈した。
トウモロコシ茎葉加水分解物中の糖類のアセチル化
刻んだトウモロコシの茎葉(1.1kg)を、蒸気ジャケットを備えた回転型反応器中で、5Lの70%酢酸(水中のv/v)と共に加熱した。反応器を10〜20分のうちに150℃にした。最大温度を165〜170℃の間にして、更に20分間加熱を続けた。加水分解したヘミセルロース及び溶解したリグニンを含有する液体画分を、真空濾過によってセルロースパルプ固形分から分離した。パルプを高温の70%酢酸(4〜6L)で一度洗浄し、濾過し、次いで温水(4L)で一度洗浄して濾過した。液体画分と2つのろ液とを併せた。これは加水分解したヘミセルロース、溶解したリグニン、及びパルプ洗浄液を含んでいた。併せた液体及び濾液を、乾燥固形分が35〜50%になるように濃縮して高濃度シロップを作製した。
ビスマストリフラート触媒の回収及び再利用
実施例2の反応中に析出した固体を誘導結合プラズマ分析法によって金属について分析したところ、ビスマスと硫黄のみ含有していた。析出した触媒がまだ活性であるかどうかを調べるために、2−プロパノールのアセチル化で酢酸イソプロピルを製造することで、析出触媒を試験した。数ミリグラム(スパチュラ先端サイズ1さじの量)の析出触媒に、窒素下、無水酢酸(1mL)を添加し、濁った溶液を得た。10分撹拌後、イソプロピルアルコール(100μL)を滴下した。反応温度は2、3℃上昇し、それから降下し始めた。混合物を室温で2.5時間撹拌し、その後遠心分離した。液体の一部をCD2Cl2で希釈し、NMRで分析した。反応混合物の1H NMRから、2−プロパノールが完全に酢酸イソプロピルに変換されていたことが明らかになり、触媒がまだ活性であったことが示された。
Claims (5)
- 水性混合物中のイソソルビドの定量分析方法であって、ルイス酸金属トリフラート触媒存在下での無水酢酸との反応によってイソソルビドをアセチル化することと、次いで前記混合物をイソソルビド由来の前記アセチル化した誘導体について定量的に分析することとを含む、方法。
- 前記定量分析にガスクロマトグラフィーを使用する、請求項1に記載の方法。
- ビスマストリフラート触媒を使用する、請求項1に記載の方法。
- 前記アセチル化が、実質的に反応が完結するまで室温で行われる、請求項1に記載の方法。
- 実質的な反応の完結が120分以内に達成される、請求項4に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161451380P | 2011-03-10 | 2011-03-10 | |
US61/451,380 | 2011-03-10 | ||
PCT/US2012/026707 WO2012121913A2 (en) | 2011-03-10 | 2012-02-27 | Improved method for quantitative analysis of sugars, sugar alcohols and related dehydration products |
Publications (2)
Publication Number | Publication Date |
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JP2014511495A JP2014511495A (ja) | 2014-05-15 |
JP6068367B2 true JP6068367B2 (ja) | 2017-01-25 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2013557747A Expired - Fee Related JP6068367B2 (ja) | 2011-03-10 | 2012-02-27 | 糖類、糖アルコール、及び関連する脱水生成物の定量分析のための改良された方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20130337570A1 (ja) |
EP (1) | EP2684041A4 (ja) |
JP (1) | JP6068367B2 (ja) |
KR (1) | KR20140025379A (ja) |
WO (1) | WO2012121913A2 (ja) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2964743B1 (en) * | 2013-03-05 | 2018-09-05 | Archer-Daniels-Midland Company | Process for acid dehydration of sugar alcohols |
WO2017030684A1 (en) * | 2015-08-14 | 2017-02-23 | Archer Daniels Midland Company | Dehydrative cyclization of pentitols using water-tolerant lewis acid catalysts under mild conditions and derivatives |
CN111721844A (zh) * | 2019-03-20 | 2020-09-29 | 鲁南制药集团股份有限公司 | 一种单硝酸异山梨酯的质量控制方法 |
CN110988165B (zh) * | 2019-11-29 | 2022-09-27 | 上海市第六人民医院 | 一种1,5-脱水葡萄糖醇的唾液无创检测方法及其应用 |
CN111024865B (zh) * | 2020-01-02 | 2022-07-15 | 四川金象赛瑞化工股份有限公司 | 一种生物质糖化液中糖含量的检测方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3117612A1 (de) * | 1981-05-05 | 1982-11-25 | Cassella Ag, 6000 Frankfurt | Verfahren zur herstellung von isosorbid-5-nitrat |
US20030203070A1 (en) * | 2000-09-26 | 2003-10-30 | The Procter & Gamble Company | Compositions containing sorbitan monoesters |
US7439074B2 (en) * | 2003-09-30 | 2008-10-21 | Hoa Duc Nguyen | Method of analysis of alcohol by mass spectrometry |
US20060079720A1 (en) * | 2004-10-13 | 2006-04-13 | Milliken & Company | Method for preparing acetal-containing compositions |
JP5398180B2 (ja) * | 2007-06-11 | 2014-01-29 | 国立大学法人京都大学 | リグニン含有ミクロフィブリル化植物繊維及びその製造方法 |
EP2254898B1 (en) * | 2008-03-24 | 2015-07-15 | Archer Daniels Midland Co. | Method for preparation of anhydrosugar ethers |
MX2011007981A (es) * | 2009-02-03 | 2011-09-15 | Hercules Inc | Proceso para tratamiento de biomasa para derivatizar polisacaridos contenidos en el mismo para incrementar su accesibilidad a hidrolisis y fermentacion subsecuente. |
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2012
- 2012-02-27 US US14/002,157 patent/US20130337570A1/en not_active Abandoned
- 2012-02-27 KR KR1020137026622A patent/KR20140025379A/ko not_active Application Discontinuation
- 2012-02-27 EP EP12754284.3A patent/EP2684041A4/en not_active Withdrawn
- 2012-02-27 JP JP2013557747A patent/JP6068367B2/ja not_active Expired - Fee Related
- 2012-02-27 WO PCT/US2012/026707 patent/WO2012121913A2/en active Application Filing
Also Published As
Publication number | Publication date |
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EP2684041A2 (en) | 2014-01-15 |
EP2684041A4 (en) | 2014-09-10 |
US20130337570A1 (en) | 2013-12-19 |
KR20140025379A (ko) | 2014-03-04 |
WO2012121913A3 (en) | 2013-01-31 |
JP2014511495A (ja) | 2014-05-15 |
WO2012121913A2 (en) | 2012-09-13 |
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