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    ENHANCING THE STABILITY AND PURITY AND INCREASING THE BIOAVAILABILITY OF HUMAN MILK OLIGOSACCHARIDES OR PRECURSORS OR BLENDS THEREOF
    23.
    发明申请
    ENHANCING THE STABILITY AND PURITY AND INCREASING THE BIOAVAILABILITY OF HUMAN MILK OLIGOSACCHARIDES OR PRECURSORS OR BLENDS THEREOF 审中-公开
    提高稳定性和纯度，增加人乳清蛋白或前体或其混合物的生物利用度

    公开(公告)号：WO2013185780A1

    公开(公告)日：2013-12-19

    申请号：PCT/DK2013/050197

    申请日：2013-06-14

    Applicant: GLYCOM A/S

    Inventor： SCHROVEN, Andreas ,  DEKANY, Gyula ,  ERDMANN, Peter ,  SCHWARZ, Andrea

    IPC: C07H1/06

    CPC classification number: C07H1/06 ,  A23L5/00 ,  A23L29/30 ,  A23L33/10 ,  A23L33/125 ,  A23L33/40 ,  A23V2002/00 ,  A23V2200/00 ,  A61K31/702 ,  C07H3/06 ,  A23V2200/30 ,  A23V2200/3204 ,  A23V2250/28

    Abstract: The present application discloses a method for enhancing the stability of a human milk oligosaccharide (HMO) or a HMO precursor or a HMO blend when stored for extended periods at temperatures above 25 °C by spray-drying an aqueous solution of the HMO or HMO precursor to remove at least 90 % of the water and providing a HMO or a HMO precursor or a HMO blend with a specific glass transition temperature. Also disclosed is a method for removing organic solvent residues from a human milk oligosaccharide (HMO) or a HMO precursor or a HMO blend by spray drying. Also disclosed is a method of enhancing the bioavailability of a human milk oligosaccharide (HMO) or a HMO precursor or a HMO blend by spray drying.

    Abstract translation: 本申请公开了一种通过喷雾干燥HMO或HMO前体的水溶液来在超过25℃的温度下长时间储存​​时增强人乳寡糖（HMO）或HMO前体或HMO共混物的稳定性的方法 去除至少90％的水并提供具有特定玻璃化转变温度的HMO或HMO前体或HMO共混物。 还公开了通过喷雾干燥从人乳寡糖（HMO）或HMO前体或HMO共混物中除去有机溶剂残留物的方法。 还公开了通过喷雾干燥增强人乳寡糖（HMO）或HMO前体或HMO共混物的生物利用度的方法。

    A METHOD FOR OBTAINING CRYSTALLINE LACTO-N-TETRAOSE AND LACTO-N-NEOTETRAOSE PRECURSORS AND MIXTURES THEREOF
    24.
    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。

    DIVERSIFICATION OF HUMAN MILK OLIGOSACCHARIDES (HMOs) OR PRECURSORS THEREOF
    26.
    发明申请
    DIVERSIFICATION OF HUMAN MILK OLIGOSACCHARIDES (HMOs) OR PRECURSORS THEREOF 审中-公开
    人乳清蛋白（HMOs）或其前体的多样性

    公开(公告)号：WO2012156898A1

    公开(公告)日：2012-11-22

    申请号：PCT/IB2012/052401

    申请日：2012-05-14

    Applicant: GLYCOM A/S ,  DEKANY, Gyula ,  CHAMPION, Elise ,  SCHROVEN, Andreas ,  HEDEROS, Markus

    Inventor： DEKANY, Gyula ,  CHAMPION, Elise ,  SCHROVEN, Andreas ,  HEDEROS, Markus

    IPC: C07H5/04 ,  C07H1/00 ,  C07H3/06

    CPC classification number: C12P19/14 ,  C07H1/00 ,  C07H5/04 ,  C07H13/04 ,  C12P19/04 ,  C12P19/12

    Abstract: A method of diversification of human milk oligosaccharides (HMOs) or precursors thereof, compounds obtainable by the method, and uses and compositions involving such compounds. The method comprises the steps of a) providing at least one compound or a mixture of the compounds selected from the group consisting of: optionally sialylated and/or fucosylated lactose derivatives of general formula 2 and salts thereof: (2) wherein R is a group removable by hydrogenolysis, R 1 independently of each other is fucosyl or H, R 4 independently of each other is sialyl or H, provided that the compound of general formula 2 is not R-glycoside of lactose, if provided alone; optionally sialylated and/or fucosylated lactose derivatives of general formula 4 and salts thereof: (4) wherein R 1 independently of each other is fucosyl or H, R 4 independently of each other is sialyl or H, provided that the compound of general formula 4 is not lactose, if provided alone; lacto-N-tetraose (LNT): (I) lacto-N-tetraose (LNT) derivatives of the following formula: (II) wherein R is a group removable by hydrogenolysis; lacto-N-neotetraose (LNnT): (III) lacto-N-neotetraose (LNnT) derivatives of the following formula: (IV) wherein R is a group removable by hydrogenolysis; b) adding at least one enzyme comprising a transglycosidase activity to the at least one compound or a mixture of compounds provided according to step a); and c) incubating the mixture obtained according to step b).

    Abstract translation: 人乳寡糖（HMO）或其前体多样化的方法，可通过该方法获得的化合物以及涉及这些化合物的用途和组合物。 该方法包括以下步骤：a）提供至少一种化合物或选自以下的化合物或混合物：选自唾液酸化的和/或通式2的岩藻糖基化的乳糖衍生物及其盐：（2）其中R是基团 通过氢解除去，R 1彼此独立地是岩藻糖基或H，R 4彼此独立地是唾液酸或H，条件是通式2的化合物不是单独提供的乳糖的R-糖苷; 任选的通式4的唾液酸化和/或岩藻糖化的乳糖衍生物及其盐：（4）其中R 1彼此独立地是岩藻糖基或H，R 4彼此独立地是唾液酸或H，条件是通式4的化合物不是 乳糖，如果单独提供; 乳糖-N-四糖（LNT）：（I）乳-N-差氮（LNT）衍生物：（II）其中R是可通过氢解除去的基团; 乳酸-N-新四糖（LNnT）：（III）下式的乳-N-新四糖（LNnT）衍生物：（Ⅳ）其中R是通过氢解除去的基团; b）向所述至少一种化合物或根据步骤a）提供的化合物的混合物中加入至少一种包含转糖苷酶活性的酶; 和c）孵育根据步骤b）获得的混合物。

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