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    METHODS FOR THE RAPID PREPARATION OF LABELED GLYCOSYLAMINES AND FOR THE ANALYSIS OF GLYCOSYLATED BIOMOLECULES PRODUCING THE SAME
    1.
    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。

    METHOD OF USING CHEMICAL TAGS TO IMPROVE THE IDENTIFICATION, QUANTIFICATION AND SPATIAL LOCALIZATION OF COMPONENTS IN A SAMPLE
    3.
    发明申请
    METHOD OF USING CHEMICAL TAGS TO IMPROVE THE IDENTIFICATION, QUANTIFICATION AND SPATIAL LOCALIZATION OF COMPONENTS IN A SAMPLE 审中-公开
    使用化学标签改进样品中组分的鉴定，定量和空间定位的方法

    公开(公告)号：WO2017143158A1

    公开(公告)日：2017-08-24

    申请号：PCT/US2017/018327

    申请日：2017-02-17

    Applicant: WATERS TECHNOLOGIES CORPORATION

    Inventor： ASTARITA, Giuseppe ,  BROUSMICHE, Darryl, W.

    IPC: G01N27/62 ,  G06F19/16

    CPC classification number: G06F19/16 ,  G01N27/4473 ,  G01N27/622 ,  G01N30/7266 ,  G01N2030/067

    Abstract: The present disclosure relates to a method for using chemical tags which have two or more sites for ionization to improve quantification and identification of components of interest from a complex mixture. This method relies on first selectively reacting one or more component in a sample with a chemical tag having two or more sites for ionization, followed by separation of components based on charge status, and finally characterization of each component to identify the same. Additionally disclosed are compounds useful as chemical tags in the disclosed methods.

    Abstract translation: 本公开涉及使用具有两个或更多个用于电离的位点的化学标签以改进来自复杂混合物的感兴趣组分的定量和鉴定的方法。 该方法依赖于首先使样品中的一种或多种组分与具有两个或多个用于电离的位点的化学标签选择性反应，然后基于电荷状态分离组分，最后表征每种组分以鉴定它们。 另外公开了可用作公开方法中的化学标签的化合物。

    ACID LABILE SURFACTANTS AND METHOD FOR PERFORMING PROTEIN SOLUBILIZATION OR ENZYME DIGESTION
    9.
    发明申请
    ACID LABILE SURFACTANTS AND METHOD FOR PERFORMING PROTEIN SOLUBILIZATION OR ENZYME DIGESTION 审中-公开

    公开(公告)号：WO2019165442A1

    公开(公告)日：2019-08-29

    申请号：PCT/US2019/019619

    申请日：2019-02-26

    Applicant: WATERS TECHNOLOGIES CORPORATION

    Inventor： BROUSMICHE, Darryl, W.

    IPC: G01N1/28 ,  B01F17/00 ,  G01N30/02

    Abstract: This invention relates to an acid labile surfactant. In particular, the surfactants of the present invention include a dioxolane or dioxane functional group which enables the surfactant to hydrolyze in an acidic environment. Surfactants of this type can be utilized to enhance protein solubilization/enzyme digestion. Following hydrolysis to destroy the surfactant (which may chromatographic issues), there are generally two components formed - a hydrophilic one, and a hydrophobic one. By altering the chemistry of the hydrolysable linker, the polarity of the hydrophobic residue can be altered, allowing it to be solubilized by significantly less organic solvent, and to minimize the potential loss of peptide material and to expand the chromatographic conditions that can be utilized.

    LABELED GLYCAN AMINO ACID COMPLEXES USEFUL IN LC-MS ANALYSIS AND METHODS OF MAKING THE SAME
    10.
    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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