CAS: 87-79-6; (3S,4R,5S)-1,3,4,5,6-Pentahydroxyhexan-2-One

该化合物是天然存在的糖和花生单沙律,是一种甘蔗异构体,是一种杂食糖的异构体,被归类为六碳糖.L-(-)-Sorbose的特点是其甜味大约是苏格罗斯的0.6倍,比苏格罗斯的甜度高一点.在水中可溶解,并呈现一种固体形式的晶体结构.分子含有一个氯酮功能组,将其与剂量区分开酮.L-(-)-索博斯经常在食品工业中用作糖剂,并通过发酵工艺生产维生素C(香料酸).此外,该化合物在生物化学和微生物中作为某些微生物的碳来源,在正常条件下是稳定的,但在接触极端的pH或高温时可能会发生异构化或降解.其独特的特性使它成为研究和工业应用中的宝贵化合物.

结构式图片

相似化合物

87-81-0 7776-48-9 551-68-8

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上下游产品

CAS号50-70-4 山梨醇 | CAS号18604-19-8 11,2:4,6-di-O-i... | CAS号497-09-6 L-(-)-甘油醛 | CAS号96-26-4 1,3-二羟基丙酮 | CAS号57-04-5 二羟丙酮磷酸盐 半镁盐 水合物 | CAS号56-82-6 DL-甘油醛 | CAS号6027-89-0 L-(+)-古洛糖 | CAS号488-45-9 L-艾杜糖醇 | CAS号25878-23-3 D-艾杜糖醇 | CAS号1113-60-6 羟基丙酮酸 | CAS号542-28-9 δ-戊内酯 | CAS号50-00-0 甲醛 | CAS号497-09-6 L-(-)-甘油醛 | CAS号17682-70-1 双丙酮-L-山梨糖 | CAS号18604-34-7 alpha-l-Sorbopy... | CAS号50-70-4 山梨醇 | CAS号25878-23-3 D-艾杜糖醇 | CAS号488-45-9 L-艾杜糖醇 | CAS号624-45-3 乙酰丙酸甲酯 | CAS号67-47-0 5-羟甲基糠醛

合成工艺路线路线简述

  • 合成目标产物 L-(-)-Sorbose 主要起始原料 D(+)-Glucose
  • 496816-80-9 = 87-79-6
    反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water
    标题:Diethylidene-L-Sorbitol,Diethylidene-L-Xylonic Acid,Ethylidene-L-Threonic Acid And A New Synthesis Of L-Sorbose
    作者:Gatzi,K.; Reichstein,T.
    参考文献:Helvetica Chimica Acta 日期:1938 卷标:21 页码:186-95]

    497-09-6 = 87-79-6
    反应条件:1.1 Reagents: Glycerol 3-Phosphate Catalysts: Fad,Catalase,Fructose Bisphosphate Aldolase,Glycerol Phosphate Oxidase Solvents: Water; 22 H,Ph 7,30 °C1.2 Reagents: Hydrochloric Acid,Acid Phosphatase Solvents: Water; 24 H,Ph 5,37 °C; 37 °C -> Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 7,Rt
    标题:Characterization Of Glycerol Phosphate Oxidase From Streptococcus Pneumoniae And Its Application For Ketose Synthesis
    作者:Li,Zijie; Qiao,Yingxin; Cai,Li; Nakanishi,Hideki; Gao,Xiao-Dong
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2015 卷标:25(3) 页码:504-507]

    57-03-4 + 497-09-6 = 87-79-6
    反应条件:1.1 Catalysts: Catalase,Fructose Bisphosphate Aldolase,Glycerol Phosphate Oxidase Solvents: Water; 22 H,Ph 7,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 7 -> Ph 51.3 Catalysts: Acid Phosphatase; 24 H,37 °C; 37 °C -> Rt1.4 Reagents: Sodium Hydroxide Solvents: Water; Ph 5 -> Ph 7
    标题:One-Pot Four-Enzyme Synthesis Of Ketoses With Fructose 1,6-Bisphosphate Aldolases From Staphylococcus Carnosus And Rabbit Muscle
    作者:Li,Zijie; Cai,Li; Wei,Mohui; Wang,Peng George
    参考文献:Carbohydrate Research 日期:2012 卷标:357 页码:143-146]

    50-70-4 = 87-79-6
    反应条件:1.1 Reagents: Nadp Catalysts: L-Iditol Dehydrogenase Solvents: Water; Ph 7 - 8,30 °C
    标题:Overcoming Nadph Product Inhibition Improves D-Sorbitol Conversion To L-Sorbose
    作者:Kim,Tae-Su; Hui,Gao; Li,Jinglin; Kalia,Vipin C.; Muthusamy,Karthikeyan; Et Al
    参考文献:Scientific Reports 日期:2019 卷标:9(1) 页码:1-9]

    50-81-7 = 87-79-6 [标题:Reaction Conditions
    标题:Enhanced Production Of L-Sorbose From D-Sorbitol By Improving The Mrna Abundance Of Sorbitol Dehydrogenase In Gluconobacter Oxydans Wsh-003
    作者:Xu,Sha; Wang,Xiaobei; Du,Guocheng; Zhou,Jingwen; Chen,Jian
    参考文献:Microbial Cell Factories 日期:2014 卷标:13 页码:146/1-146/7]

    50-70-4 = 87-79-6
    反应条件:1.1 Solvents: Water
    标题:Conversion Of L-Rhamnose Into Ten Of The Sixteen 1- And 6-Deoxyketohexoses In Water With Three Reagents: D-Tagatose-3-Epimerase Equilibrates C3 Epimers Of Deoxyketoses
    作者:Gullapalli,Pushpakiran; Yoshihara,Akihide; Morimoto,Kenji; Rao,Devendar; Akimitsu,Kazuya; Et Al
    参考文献:Tetrahedron Letters 日期:2010 卷标:51(6) 页码:895-898]

    50-70-4 = 87-79-6
    反应条件:1.1 Reagents: Oxygen Solvents: Water
    标题:Productivity Improvement In L-Sorbose Biosynthesis By Fedbatch Cultivation Of Gluconobacter Oxydans
    作者:Giridhar,Raghavan Nair; Srivastava,Ashok Kumar
    参考文献:Journal Of Bioscience And Bioengineering 日期:2002 卷标:94(1) 页码:34-38]

    50-70-4 = 87-79-6
    反应条件:1.1 Catalysts: Triacylglycerol Lipase Solvents: Water
    标题:Fed-Batch Cultivation Of Acetobacter Suboxydans For The Microbial Oxidation Of D-Sorbitol To L-Sorbose
    作者:Giridhar,R.; Srivastava,A. K.
    参考文献:Bioprocess Engineering 日期:2000 卷标:23(6) 页码:575-577]

    220427-56-5 = 87-79-6
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol; 24 H,50 Psi,Rt
    标题:Chemical Synthesis Of 1-Deoxy-L-Fructose And L-Sorbose Through Carbonyl Translocation
    作者:Wu,Hsin-Pei; Hsu,Nai-Yun; Lu,Tai-Ni; Chang,Che-Chien
    参考文献:European Journal Of Organic Chemistry 日期:2015 卷标:2015(2) 页码:378-382]

    87-79-6 = 87-79-6
    反应条件:1.1 Reagents: Sodium Solvents: Methanol1.2 Reagents: Lanthanum Chloride (Lacl3) Solvents: Methanol
    标题:Synthesis And Characterisation Of Saccharide Complexes Of La(Iii) Ion
    作者:Mukhopadhyay,Anindita; Kolehmainen,Erkki; Rao,Chebrolu Pulla
    参考文献:Indian Journal Of Chemistry 日期:2002 卷标:(8) 页码:1621-1624]

    6027-89-0 = 87-79-6
    反应条件:1.1 Catalysts: Alumina Solvents: Pyridine; 30 Min,Reflux
    标题:Aldose-Ketose Inter-Conversion In Pyridine In The Presence Of Aluminum Oxide
    作者:Ekeberg,Dag; Morgenlie,Svein; Stenstrom,Yngve
    参考文献:Carbohydrate Research 日期:2007 卷标:342(14) 页码:1992-1997]

    50-70-4 = 87-79-6
    反应条件:1.1 Reagents: Urea,Calcium Carbonate,Sodium Hydroxide,Sulfuric Acid Magnesium Salt (1:1),Monopotassium Phosphate,Oxygen Solvents: Water; 24 H,Ph 7.0,30 °C
    标题:Reorganization Of A Synthetic Microbial Consortium For One-Step Vitamin C Fermentation
    作者:Wang,En-Xu; Ding,Ming-Zhu; Ma,Qian; Dong,Xiu-Tao; Yuan,Ying-Jin
    参考文献:Microbial Cell Factories 日期:2016 卷标:15 页码:21/1-21/11]

    96-26-4 + 497-09-6 = 87-79-6
    反应条件:1.1 Catalysts: Transaldolase,Fructose-6-Phosphate Aldolase Solvents: Water; 24 - 48 H,Ph 8.5,Rt
    标题:Broadening Deoxysugar Glycodiversity: Natural And Engineered Transaldolases Unlock A Complementary Substrate Space
    作者:Rale,Madhura; Schneider,Sarah; Sprenger,Georg A.; Samland,Anne K.; Fessner,Wolf-Dieter
    参考文献:Chemistry - A European Journal 日期:2011 卷标:17(9) 页码:2623-2632]

    50-70-4 = 87-79-6
    反应条件:1.1 Solvents: Water
    标题:Computer Coupled Substrate Feeding Strategies For Efficient Conversion Of D-Sorbitol To L-Sorbose In Fed-Batch Culture
    作者:Giridhar,R.; Srivastava,Ashok K.
    参考文献:Process Biochemistry (Oxford 日期:2001 卷标:36(8-9) 页码:829-834
蔗糖置于alternansucrase Asr C-Del Bis Sodium Acetate体系中,用 水 作为反应溶剂,化学反应生成 2-己酮醣
参考文献:Fully Active Alternansucrases Partially Deleted In Its Carboxy-Terminal And Amino-Terminal Domains And Mutants Thereof
标题:Fully Active Alternansucrases Partially Deleted In Its Carboxy-Terminal And Amino-Terminal Domains And Mutants Thereof
摘要:提供了截断或突变的交替糖基转移酶的核酸序列,包含这些核酸序列的载体,以及转化了编码截断或突变的交替糖基转移酶的核酸序列的宿主细胞.此外,还描述了一种重组交替糖基转移酶的过程,该过程具有高水平的表达,并保留酶活性.

海关参考信息

专利信息


专利号:US-7601318-B2
优先权日:2000-09-26
标 题:Method for synthesis of carbon-coated redox materials with controlled size
发明人:ARMAND MICHEL; GAUTHIER MICHEL; MAGNAN JEAN-FRANCOIS; RAVET NATHALIE
权利人:HYDRO QUEBEC; CENTRE NAT RECH SCIENT; UNIV MONTREAL
摘要:A method for the synthesis of compounds of the formula C—Li x M 1−y M′ y (XO 4 ) n , where C represents carbon cross-linked with the compound Li x M 1−y M′ y (XO 4 ) n , in which x, y and n are numbers such as 0≦x≦2, 0≦y≦0.6, and 1≦n≦1.5, M is a transition metal or a mixture of transition metals from the first period of the periodic table, M′ is an element with fixed valency selected among Mg 2+ , Ca 2+ , Al 3+ , Zn 2+ or a combination of these same elements and X is chosen among S, P and Si, by bringing into equilibrium, in the required proportions, the mixture of precursors, with a gaseous atmosphere, the synthesis taking place by reaction and bringing into equilibrium, in the required proportions, the mixture of the precursors, the procedure comprising at least one pyrolysis step of the carbon source compound in such a way as to obtain a compound in which the electronic conductivity measured on a sample of powder compressed at a pressure of 3750 Kg·cm −2 is greater than 10 −8 S·cm −1 . The materials obtained have excellent electrical conductivity, as well a very improved chemical activity.

专利号:US-9034844-B2
优先权日:2009-04-06
标 题 :6′-sialyllactose salts and process for their synthesis and for the synthesis of other alpha-sialyloligosaccharides
发明人:TAMERLANI GIANCARLO; LOMBARDI ILARIA; BARTALUCCI DEBORA; DANESI ANDREA; SALSINI LIANA; MANONI MARCO; CIPOLLETTI GIOVANNI
权利人:TAMERLANI GIANCARLO; LOMBARDI ILARIA; BARTALUCCI DEBORA; DANESI ANDREA; SALSINI LIANA; MANONI MARCO; CIPOLLETTI GIOVANNI; INALCO SPA
摘要:The present invention relates to a process of synthesis of α-sialyl oligosaccharides and in particular of 6′-sialyllactose and its salts comprising a step of coupling by Koenigs-Knorr reaction under conditions that allow its use on an industrial scale.

专利号:US-12146136-B2
优先权日:2020-03-26
标题:Synthesis of modified oligonucleotides with increased stability
发明人:KHVOROVA ANASTASIA; ROUX LOÃ?C MAURICE RENÉ JEAN; YAMADA KEN
权利人:UNIV MASSACHUSETTS
摘要:This disclosure relates to the synthesis of novel modified oligonucleotides. The synthesis of novel phosphoramidites are also provided.

专利号:EP-0349059-B1
优先权日:1988-06-29
标题:Process for the synthesis of polyol fatty acid polyesters
发明人:WILLEMSE GERARDUS W
权利人:UNILEVER NV; UNILEVER PLC
摘要:The application pertains to a process for the synthesis of polyol fatty acid polyesters, in which a polyol and/or a fatty acid oligoester thereof, is esterified by reaction with fatty acid lower alkylester under substantially solvent-free conditions at elevated temperature in the presence of a transesterification catalyst and, optionally an emulsifier, and in which at least during the final stage of the transesterification reaction the reaction mixture is submitted to the action of a stripping agent suitable for accelerating the removal of the lower alkyl alcohol formed in said reaction. The process is of particular advantage in the synthesis of polyesters of very high degrees of conversion.

专利号:US-2023183177-A1
优先权日:2020-04-24
标题:Enantioselective chemo-enzymatic synthesis of optically active amino amide compounds
发明人:GRILL BIRGIT; WINKLER MARGIT; SCHWAB HELMUT; STROHMEIER GERNOT; DONSBACH KAI; WALDVOGEL SIEGFRIED R; ARNDT SEBASTIAN; WEIS DOMINIK
权利人:PHARMAZELL GMBH
摘要:The present invention relates to a novel biocatalytic process for the stereoselective preparation of alpha amino amide compounds catalyzed by NHase enzymes. A further aspect of the invention relates to novel NHase enzymes as well as further improved NHase enzyme mutants, nucleic acid molecules encoding these enzymes, recombinant microorganisms suitable for preparing such enzymes and mutants. Another aspect of the invention relates to a chemo-biocatalytic process for the preparation of lactam compounds comprising the new catalytic process for the preparation of alpha amino amide compounds catalyzed by NHase enzymes, as well as the chemical oxidation of the alpha amino amide by applying certain chemical oxidation catalysts suitable for converting the alpha amino amide under retention of its stereochemical configuration to the respective lactam. The novel chemo-biocatalytic process is particularly suited for the synthesis of valuable pharmaceutical compounds, like in particular (S)-Levetiracetam.

专利号:US-5939304-A
优先权日:1997-06-05
标题:Method for synthesis of anhydrothrombin
发明人:SUZUKI TOYOAKI; HOSOKAWA KAZUYA; NAGATA MASANORI
权利人:FUJIMORI KOGYO CO
摘要:A method for a synthesis of anhydrothrombin is provided which features a short process, an easy procedure, and high yields. n The method comprises n (A) a step of causing an active serine residue site of thrombin to react with an inhibitor, n (B) a step of performing an alkali treatment at a pH of not less than 11, and n (C) a step of performing an operation of recovery, and carries out these steps sequentially in the order mentioned, and is characterized by causing at least the step of performing the operation of recovery to proceed in the presence of at least one compound selected from the group consisting of polyhydric alcohols and saccharides, and a salt or an amphoteric electrolyte.
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主要参考文献


1: Wang CY, Li Y, Gao ZW, Liu LC, Zhang MY, Zhang TY, Wu CF, Zhang YX. Establishing an innovative carbohydrate metabolic pathway for efficient production of 2-keto-L-gulonic acid in Ketogulonicigenium robustum initiated by intronic promoters. Microb Cell Fact. 2018 May 19;17(1):81. doi: 10.1186/s12934-018-0932-9.
2: He Y, Mao C, Chen Z, Wen H, Lu W, Wu H. Identification of differential metabolites in liquid diet fermented with Bacillus subtilis using gas chromatography time of flight mass spectrometry. Anim Nutr. 2016 Dec;2(4):351-356. doi: 10.1016/j.aninu.2016.07.007. Epub 2016 Jul 30.
3: Vergne-Vaxelaire C, Mariage A, Petit JL, Fossey-Jouenne A, Guérard-Hélaine C, Darii E, Debard A, Nepert S, Pellouin V, Lemaire M, Zaparucha A, Salanoubat M, de Berardinis V. Characterization of a thermotolerant ROK-type mannofructokinase from Streptococcus mitis: application to the synthesis of phosphorylated sugars. Appl Microbiol Biotechnol. 2018 May 4. doi: 10.1007/s00253-018-9018-1. [Epub ahead of print] doi: 10.1021/acs.biochem.8b00392. Epub 2018 Apr 30.

合成参考文献


参考文献:10.1007/s00792-011-0387-y
摘要:Gales G, Chehider N, Joulian C, Battaglia-Brunet F, Cayol JL, Postec A, Borgomano J, Neria-Gonzalez I, Lomans BP, Ollivier B, Alazard D. Characterization of Halanaerocella petrolearia gen. nov., sp. nov., a new anaerobic moderately halophilic fermentative bacterium isolated from a deep subsurface hypersaline oil reservoir : New taxa: Firmicutes (Class Clostridia, Order Halanaerobiales, Halobacteroidaceae, Halobacteroides). Extremophiles. 2011 Sep;15(5):565–71. doi: 10.1007/s00792-011-0387-y.
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