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    SEPARATION OF 2'-O-FUCOSYLLACTOSE FROM FERMENTATION BROTH
    1.
    发明申请
    SEPARATION OF 2'-O-FUCOSYLLACTOSE FROM FERMENTATION BROTH 审中-公开
    从发酵豆中分离出2'-O-纤维素

    公开(公告)号：WO2015188834A1

    公开(公告)日：2015-12-17

    申请号：PCT/DK2015/050158

    申请日：2015-06-11

    Applicant: GLYCOM A/S

    Inventor： MATWIEJUK, Martin ,  CHASSAGNE, Pierre ,  OSZTROVSZKY, Györgyi ,  HORVÁTH, Ferenc ,  DEKANY, Gyula

    IPC: C07H1/06 ,  C07H3/06

    CPC classification number: C07H1/06 ,  C07H3/06

    Abstract: The invention relates to a method for selective crystallization of 2'-O-fucosyllactose (2'-FL) from an aqueous solution comprising 2'-FL and a fucosylated carbohydrate other than 2'-FL, preferably 2',3-di-O-fucosyllactose (DFL), by adding one or more C 1 -C 4 alcohols, preferably methanol, to the solution.

    Abstract translation: 本发明涉及从包含2'-FL的水溶液和除2'-FL之外的岩藻糖基化碳水化合物优选2'，3-二 - O-岩藻糖基乳糖（DFL），通过向溶液中加入一种或多种C 1 -C 4醇，优选甲醇。

    SYNTHESIS OF SIALYLATED/FUCOSYLATED HUMAN MILK OLIGOSACCHARIDES
    3.
    发明申请
    SYNTHESIS OF SIALYLATED/FUCOSYLATED HUMAN MILK OLIGOSACCHARIDES 审中-公开
    异亮氨酸/ FOSOSLIL人乳酪寡糖的合成

    公开(公告)号：WO2014167538A1

    公开(公告)日：2014-10-16

    申请号：PCT/IB2014/060648

    申请日：2014-04-11

    Applicant: GLYCOM A/S

    Inventor： CHASSAGNE, Pierre ,  KHANZHIN, Nikolay ,  HEDEROS, Markus ,  CHAMPION, Elise ,  MATWIEJUK, Martin ,  DEKANY, Gyula

    IPC: C07H1/00 ,  C07H5/04

    CPC classification number: C07H5/04 ,  C07H1/00

    Abstract: This invention relates to achemo-enzymatic synthesis of oligosaccharides of formula 1 I wherein R is selected from -OH, -N 3 and -OR 6 wherein R 6 is selected from allyl optionally substituted by one or more methyl, propargyl optionally substituted by one or more methyl, 2-trimethylsilyl-ethyl, -(CH 2 ) n -NH 2 and -(CH 2 ) n -N 3 wherein integer n is to 10,preferably 2 or 3, R is selected from sialyl moiety, -SO 3 H and -CH(R )-COOH wherein R is selected from H, alkyl and benzyl, R 2 is selected from H and fucosyl, R 3 is selected from H and sialyl, R 4 is selected from H and fucosyl, provided that at leastone of R 3 and R 4 is H, and A is a divalent carbohydrate linker, having important biological activities and significant commercial value for the pharmaceutical and food industry.

    Abstract translation: 本发明涉及式Ⅰ的寡糖的急速 - 酶合成，其中R选自-OH，-N 3和-OR 6，其中R 6选自任选被一个或多个甲基取代的烯丙基，炔丙基任选地被一个或多个 更多的甲基，2-三甲基甲硅烷基 - 乙基， - （CH 2）n -NH 2和 - （CH 2）n -N 3其中整数n为10，优选2或3，R选自唾液酰基部分，-SO 3 H和-CH（R）-COOH其中R选自H，烷基和苄基，R 2选自H和岩藻糖基，R 3选自H和唾液酸，R 4选自H和岩藻糖基，条件是在 R 3和R 4的leastone为H，且A为二价连接基的碳水化合物，其具有重要的生物活性和用于医药和食品工业显著商业价值。

    A METHOD FOR OBTAINING CRYSTALLINE LACTO-N-TETRAOSE AND LACTO-N-NEOTETRAOSE PRECURSORS AND MIXTURES THEREOF
    5.
    发明申请
    A METHOD FOR OBTAINING CRYSTALLINE LACTO-N-TETRAOSE AND LACTO-N-NEOTETRAOSE PRECURSORS AND MIXTURES THEREOF 审中-公开
    用于获得结晶LACTO-N-TETRAOSE和LACTO-N- NEOTETRAOSE前体及其混合物的方法

    公开(公告)号：WO2013091660A1

    公开(公告)日：2013-06-27

    申请号：PCT/DK2012/050502

    申请日：2012-12-21

    Applicant: GLYCOM A/S

    Inventor： HEDEROS, Markus ,  DEKANY, Gyula ,  MATWIEJUK, Martin ,  DUREAU, Rémy ,  FIGUEROA PÉREZ, Ignacio

    IPC: C07H1/00 ,  C07H1/06 ,  C07H5/04 ,  C07H15/18

    CPC classification number: C07H1/00 ,  C07H1/06 ,  C07H5/04 ,  C07H15/18

    Abstract: A mixture of, preferably a mixture consisting essentially of, an lacto-N-tetraose (LNT) precursor (1) and an lacto-N-neotetraose (LNnT) precursor (2), (formula 1, 2), where R is a group removable by hydrogenolysis and R 3 is either a group removable by hydrogenolysis or H, a method of crystallizing 1 and/or 2 from said mixture, and the use of said mixture for making a mixture consisting essentially of LNnT and LNT for use as a pharmaceutically or nutritionally active ingredient. The precursors can be made by reacting an acceptor of formula 5, (formula 5), wherein R is a group removable by hydrogenolysis, R 1 is acyl, Ri is acyl or H, R3 is selected from a group removable by hydrogenolysis, acyl, silyl and an acetal type group and Y is selected from alkanoylamido, haloalkanoylamido, -NAc2, benzamido, alkoxycarbonylamino, haloalkoxycarbonylamino, benzyloxycarbonylamino, azido, phthalimido, tetrachlorophthalimido, 2,3- diphenylmaleimido and 2,3-dimethylmaleimido, with a donor of formula 6, (formula 6), wherein R 4 is acyl and Xi is selected from halogen, -OC(=NH)CCl 3 , -OAc, -OBz or -SR 5 , wherein R 5 is selected from alkyl, substituted phenyl and unsubstituted phenyl, followed by one or more deprotection steps.

    Abstract translation: 基本上由乳-N-四糖（LNT）前体（1）和乳-N-新四糖（LNnT）前体（2）（式1，2）组成的混合物，其中R为 通过氢解可除去的基团，R 3是通过氢解或H可除去的基团，从所述混合物中结晶1和/或2的方法，以及使用所述混合物制备基本上由LNnT和LNT组成的混合物用作药物 或营养活性成分。 前体可以通过使式5的受体（式5）反应制备，其中R是通过氢解除去的基团，R 1是酰基，R 1是酰基或H，R 3选自可以通过氢解除去的基团，酰基，甲硅烷基 和缩醛型基团，Y选自式6的供体的烷酰氨基，卤代烷酰氨基，-NAc2，苯甲酰氨基，烷氧基羰基氨基，卤代烷氧基羰基氨基，苄氧基羰基氨基，叠氮基，苯二酰亚胺基，四氯邻苯二甲酰亚氨基，2,3-二苯基马来酰亚氨基和2,3-二甲基马来酰亚胺基， （式6），其中R 4是酰基，X 1选自卤素，-OC（= NH）CCl 3，-OAc，-OBz或-SR 5，其中R 5选自烷基，取代的苯基和未被取代的苯基， 更多的脱保护步骤。

    SEPARATION OF CHARGED OLIGOSACCHARIDES
    6.
    发明申请
    SEPARATION OF CHARGED OLIGOSACCHARIDES 审中-公开

    公开(公告)号：WO2022130322A1

    公开(公告)日：2022-06-23

    申请号：PCT/IB2021/061932

    申请日：2021-12-17

    Applicant: GLYCOM A/S

    Inventor： MATWIEJUK, Martin

    IPC: C07H1/06 ,  B01D15/36 ,  B01J41/07 ,  C07H3/06

    Abstract: The present invention concerns a method for separating different oligosaccharides having at least one carboxylic acid group, also referred to as charged oligosaccharides. The method allows for the high throughput separation of oligosaccharides that are otherwise difficult to separate in non-chromatographic methods and involves the use of a weakly basic macroporous anion exchange resin.

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