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    METHODS FOR THE RAPID PREPARATION OF LABELED GLYCOSYLAMINES AND FOR THE ANALYSIS OF GLYCOSYLATED BIOMOLECULES PRODUCING THE SAME
    2.
    发明申请
    METHODS FOR THE RAPID PREPARATION OF LABELED GLYCOSYLAMINES AND FOR THE ANALYSIS OF GLYCOSYLATED BIOMOLECULES PRODUCING THE SAME 审中-公开
    用于快速制备标记的糖蛋白的方法和用于生产其的糖苷化生物分子的分析

    公开(公告)号：WO2016069764A1

    公开(公告)日：2016-05-06

    申请号：PCT/US2015/057848

    申请日：2015-10-28

    Applicant: WATERS TECHNOLOGIES CORPORATION

    Inventor： LAUBER, Matthew, A. ,  BROUSMICHE, Darryl, W. ,  KOZA, Stephan, M.

    IPC: G01N21/76

    CPC classification number: G01N33/58 ,  G01N33/582 ,  G01N33/6842 ,  G01N2333/924 ,  G01N2333/98 ,  G01N2440/38

    Abstract: Methods of analyzing glycosylated biomolecules include the steps of producing a deglycosylation mixture of biomolecules deglycosylated by natural or synthetic enzymatic or chemical techniques; providing a reagent solution having a labeling reagent in a polar aprotic, non-nucleophilic organic solvent; and mixing the deglycosylation mixture with the reagent solution in an excess of labeling reagent to produce derivatized glycosylamines. The method steps can be carried out purposefully without depletion of protein matter. A quenching solution can be added to the reaction mixture so that the pH of the reaction mixture is shifted to above 10. The yield of derivatized glycosylamines can be in an amount of about 80 to about 100 mole percent of the reaction mixture with minimal overlabeling, less than 0.2 mole percent. The derivizated glycosylamines can be separated from the reaction mixture and detected by chromatographic detection, fluorescence detection, mass spectrometry ("MS"), or Ultra Violet ("UV") detection and/or a combination thereof.

    Abstract translation: 分析糖基化生物分子的方法包括通过天然或合成酶或化学技术产生去糖基化的生物分子的去糖基化混合物的步骤; 在极性非质子非亲核有机溶剂中提供具有标记试剂的试剂溶液; 并将去糖基化混合物与试剂溶液在过量的标记试剂中混合以产生衍生的糖胺。 方法步骤可以有目的地进行，而不会消耗蛋白质物质。 可以将淬灭溶液加入到反应混合物中，使得反应混合物的pH转移到10以上。衍生化的糖胺的产率可以是反应混合物的约80至约100摩尔％，同时具有最小的重叠， 小于0.2摩尔％。 衍生的糖胺可以从反应混合物中分离，并通过色谱检测，荧光检测，质谱（“MS”）或超紫（“UV”）检测和/或其组合进行检测。

    METHODS OF ENHANCING MS DETECTION OF TAGGED GLYCANS
    3.
    发明申请
    METHODS OF ENHANCING MS DETECTION OF TAGGED GLYCANS 审中-公开
    提高检测标记甘氨酸的方法

    公开(公告)号：WO2017222975A1

    公开(公告)日：2017-12-28

    申请号：PCT/US2017/038119

    申请日：2017-06-19

    Applicant: WATERS TECHNOLOGIES CORPORATION

    Inventor： BROUSMICHE, Darryl, W. ,  LAUBER, Matthew, A.

    IPC: A61K31/4709 ,  G01N33/50 ,  G01N33/58

    Abstract: Methods for derivatization of biomolecules including glycans or other biopolymers with one or more fluorescent, MS active compounds by reductive amination or rapid tagging in order to produce derivatized glycan having a pKa >7 and between about 200 Å and about 1000 Å of nonpolar surface area are described.

    Abstract translation: 使用一种或多种荧光MS活性化合物通过还原胺化或快速标记将包括聚糖或其他生物聚合物的生物分子衍生化以产生pKa> 7且介于约200和100之间的衍生聚糖的方法 ; 和约1000＆Aring; 描述非极性表面积。

    LABELED GLYCAN AMINO ACID COMPLEXES USEFUL IN LC-MS ANALYSIS AND METHODS OF MAKING THE SAME
    5.
    发明申请
    LABELED GLYCAN AMINO ACID COMPLEXES USEFUL IN LC-MS ANALYSIS AND METHODS OF MAKING THE SAME 审中-公开
    用于LC-MS分析的标记的甘氨酸氨基酸配合物及其制备方法

    公开(公告)号：WO2018067398A1

    公开(公告)日：2018-04-12

    申请号：PCT/US2017/054389

    申请日：2017-09-29

    Applicant: WATERS TECHNOLOGIES CORPORATION

    Inventor： RAINVILLE, Paul ,  LAUBER, Matthew, A. ,  GETHINGS, Lee ,  PLUMB, Robert, S. ,  COSGRAVE, Eoin ,  BROUSMICHE, Darryl, W.

    IPC: G01N33/68

    Abstract: Provided herein are methodologies where a glycosylated protein or peptide is subjected to peptide bond cleavage to produce a glycan amino acid complex wherein the N-linked or O- linked glycan is attached. A derivatization reagent is then attached to the N terminus of the amino acid to provide a labeled glycan amino acid complex. The labeled glycan amino acid complex is then separated from the matrix via one or more methods including HILIC SPE, and injected directly onto an LC or LC/MS system for analysis, detection and characterization of the glycosylated protein or the peptide.

    Abstract translation: 本文提供了糖基化蛋白质或肽进行肽键裂解以产生其中N-连接的或O-连接的聚糖连接的聚糖氨基酸复合物的方法。 然后将衍生化试剂连接到氨基酸的N末端以提供标记的聚糖氨基酸复合物。 然后通过包括HILIC SPE的一种或多种方法将标记的聚糖氨基酸复合物与基质分离，并将其直接注射到LC或LC / MS系统上用于糖基化蛋白质或肽的分析，检测和表征。

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