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1.发明授权Ionizable isotopic labeling reagents for relative quantification by mass spectrometry 有权用于质谱相对定量的可离子化同位素标记试剂公开(公告)号：US08563777B2
公开(公告)日：2013-10-22
申请号：US13155682
申请日：2011-06-08
申请人： Lloyd M. Smith , Michael R. Shortreed , Brian L. Frey , Margaret F. Phillips , Joshua J. Coon , Shane M. Lamos , Casey J. Krusemark , Peter J. Belshaw , Madhusudan Patel , Neil L. Kelleher
发明人： Lloyd M. Smith , Michael R. Shortreed , Brian L. Frey , Margaret F. Phillips , Joshua J. Coon , Shane M. Lamos , Casey J. Krusemark , Peter J. Belshaw , Madhusudan Patel , Neil L. Kelleher
IPC分类号： C07C211/10 , C07C211/11 , G01N33/58
CPC分类号： C07B59/001 , C07B59/00 , C07B59/008 , G01N30/7233 , G01N2458/15 , Y10T436/163333 , Y10T436/17
摘要： Relative quantification of metabolites by Electrospray Ionization Mass Spectrometry (ESI-MS) requiring a mechanism for simultaneous analysis of multiple analytes in two or more samples. Labeling reagents that are reactive to particular compound classes and differ only in their isotopic compositions facilitate relative quantification. Heavy and light isotopic forms of methylacetimidate were synthesized and used as labeling reagents for quantification of amine-containing molecules. Heavy and light isotopic forms of formaldehyde and cholamine were also synthesized and used independently as labeling reagents for quantification of amine-containing and carboxylic acid-containing molecules, such as found in biological samples. The labeled end-products are positively charged under normal acidic conditions involving conventional Liquid Chromatography Mass Spectrometry (LC/MS) applications. Labeled primary and secondary amine and carboxylic acid end-products generated higher signals concerning mass-spectra than pre-cursor molecules and improved sensitivity. Improved accuracy concerning relative quantification was demonstrated by mixing heavy and light labeled Arabidopsis extracts in different ratios.
摘要翻译： 通过电喷雾离子化质谱（ESI-MS）对代谢物进行相对定量，其需要同时分析两个或多个样品中多种分析物的机制。 对特定化合物类别具有反应性且仅在其同位素组成上不同的标记试剂便于相对定量。 合成了甲基乙酰亚胺酸的重和轻同位素形式，并用作定量含胺分子的标记试剂。 还合成了重和轻的同位素形式的甲醛和胆胺，并且独立地用作用于定量含胺和含羧酸的分子的标记试剂，例如在生物样品中发现的。 标记的最终产物在常规的液相色谱质谱（LC / MS）应用的正常酸性条件下带正电。 标记的伯胺和仲胺和羧酸终产物产生比前体分子更高的质谱信号，提高了灵敏度。 通过以不同的比例混合重和轻标记的拟南芥提取物来证明相对定量的改进的准确性。
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2.发明授权Ionizable isotopic labeling reagents for relative quantification by mass spectrometry 有权用于质谱相对定量的可离子化同位素标记试剂公开(公告)号：US07982070B2
公开(公告)日：2011-07-19
申请号：US11726307
申请日：2007-03-21
申请人： Lloyd M. Smith , Michael R. Shortreed , Brian L. Frey , Margaret F. Phillips , Joshua J. Coon , Shane M. Lamos , Casey J. Krusemark , Peter J. Belshaw , Madhusudan Patel , Neil L. Kelleher
发明人： Lloyd M. Smith , Michael R. Shortreed , Brian L. Frey , Margaret F. Phillips , Joshua J. Coon , Shane M. Lamos , Casey J. Krusemark , Peter J. Belshaw , Madhusudan Patel , Neil L. Kelleher
IPC分类号： C07C211/10 , C07C211/11 , G01N33/58
CPC分类号： C07B59/001 , C07B59/00 , C07B59/008 , G01N30/7233 , G01N2458/15 , Y10T436/163333 , Y10T436/17
摘要： Relative quantification of metabolites by Electrospray Ionization Mass Spectrometry (ESI-MS) requiring a mechanism for simultaneous analysis of multiple analytes in two or more samples. Labeling reagents that are reactive to particular compound classes and differ only in their isotopic kit facilitating relative quantification and providing tangible evidence for the existence of specific functional groups. Heavy and light isotopic forms of methylacetimidate were synthesized and used as labeling reagents for quantification of amine-containing molecules, such as biological samples. Heavy and light isotopic forms of formaldehyde and cholamine were also synthesized and used independently as labeling reagents for quantification of amine-containing and carboxylic acid-containing molecules, such as found in biological samples. Advantageously, the labeled end-products are positively charged under normal acidic conditions involving conventional Liquid Chromatography Mass Spectrometry (LC/MS) applications. Labeled primary and secondary amine and carboxylic acid end-products also generated higher signals concerning mass-spectra than pre-cursor molecules and improved sensitivity. Improved accuracy concerning relative quantification was achieved by mixing heavy and light labeled Arabidopsis extracts in different ratios. Labeling strategy was further employed to ascertain differences in the amounts of amine-containing metabolites for two strains of Arabidopsis seeds.
摘要翻译： 通过电喷雾离子化质谱（ESI-MS）对代谢物进行相对定量，其需要同时分析两个或多个样品中多种分析物的机制。 标记对特定化合物类别具有反应性的试剂，仅在其同位素试剂盒中有所不同，便于相对定量，并为特定官能团的存在提供有形证据。 合成了甲基亚酰亚胺酸的重和轻同位素形式，并用作定量含胺分子（如生物样品）的标记试剂。 还合成了重和轻的同位素形式的甲醛和胆胺，并且独立地用作用于定量含胺和含羧酸的分子的标记试剂，例如在生物样品中发现的。 有利地，标记的最终产物在常规的液相色谱质谱（LC / MS）应用的正常酸性条件下带正电荷。 标记的伯胺和仲胺和羧酸终产物也产生了比前体分子更高的质谱信号，提高了灵敏度。 通过以不同比例混合重和轻标记的拟南芥提取物，提高了相对定量的准确性。 进一步使用标记策略来确定两种拟南芥种子的含胺代谢物的量的差异。
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3.发明授权公开(公告)号：US08592216B2
公开(公告)日：2013-11-26
申请号：US12759950
申请日：2010-04-14
IPC分类号： G01N37/00
CPC分类号： C07K1/13
摘要： The present invention provides methods for enhancing the fragmentation of peptides for mass spectrometry by modifying the peptides with a tagging reagent containing a functional group, such as a tertiary amine, having a greater gas-phase basicity than the amide backbone of the peptide. These high gas-phase basicity functional groups are attached to a peptide by reacting the tagging reagent to one or more available carboxylic acid groups of the peptide. Linking these high gas-phase functional groups to the peptides leads to higher charge state ions from electrospray ionization mass spectrometry (ESI-MS), which fragment more extensively during fragmentation techniques, particularly non-ergodic fragmentation techniques such as electron capture dissociation (ECD) and electron transfer dissociation (ETD).
摘要翻译： 本发明提供了通过用含有与肽的酰胺主链相比具有更大的气相碱度的官能团的标记试剂（例如叔胺）修饰肽来增强肽质谱分离的方法。 这些高气相碱性官能团通过使标记试剂与肽的一个或多个可用的羧酸基团反应而连接到肽上。 将这些高气相官能团连接到肽导致来自电喷雾离子化质谱（ESI-MS）的更高电荷状态离子，其在片段化技术期间更广泛地进行片段，特别是非遍历断裂技术，例如电子俘获解离（ECD） 和电子转移离解（ETD）。
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4.发明申请LABELING PEPTIDES WITH TERTIARY AMINES AND OTHER BASIC FUNCTIONAL GROUPS FOR IMPROVED MASS SPECTROMETRIC ANALYSIS 有权具有临床氨基酸和其他基本功能组的标记肽用于改进的质谱分析公开(公告)号：US20100330680A1
公开(公告)日：2010-12-30
申请号：US12759950
申请日：2010-04-14
CPC分类号： C07K1/13
摘要： The present invention provides methods for enhancing the fragmentation of peptides for mass spectrometry by modifying the peptides with a tagging reagent containing a functional group, such as a tertiary amine, having a greater gas-phase basicity than the amide backbone of the peptide. These high gas-phase basicity functional groups are attached to a peptide by reacting the tagging reagent to one or more available carboxylic acid groups of the peptide. Linking these high gas-phase functional groups to the peptides leads to higher charge state ions from electrospray ionization mass spectrometry (ESI-MS), which fragment more extensively during fragmentation techniques, particularly non-ergodic fragmentation techniques such as electron capture dissociation (ECD) and electron transfer dissociation (ETD).
摘要翻译： 本发明提供了通过用含有与肽的酰胺主链相比具有更大的气相碱度的官能团的标记试剂（例如叔胺）修饰肽来增强肽质谱分离的方法。 这些高气相碱性官能团通过使标记试剂与肽的一个或多个可用的羧酸基团反应而连接到肽上。 将这些高气相官能团连接到肽导致来自电喷雾离子化质谱（ESI-MS）的更高电荷状态离子，其在片段化技术期间更广泛地进行片段，特别是非遍历断裂技术，例如电子俘获解离（ECD） 和电子转移离解（ETD）。
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公开(公告)号：US08628974B2
公开(公告)日：2014-01-14
申请号：US11568536
申请日：2005-07-15
CPC分类号： G01N33/6824 , G01N33/6848
摘要： A fast and sensitive method and device for protein sequencing are disclosed. The method uses a combination of Edman degradation chemistry and mass spectrometry to sequence proteins and polypeptides. A peptide degradation reaction is performed on a polypeptide or protein ion reactant in the gas phase. The reaction yields a first ion product corresponding to a first amino acid residue of the polypeptide or protein reactant and a polypeptide or protein fragment ion. The mass-to-charge ratio for the first ion product, or the polypeptide or protein fragment ion, or both, is then determined. The first amino acid residue of the polypeptide or protein reactant is then identified from the mass-to-charge ratio so determined.
摘要翻译： 公开了用于蛋白质测序的快速且灵敏的方法和装置。 该方法使用Edman降解化学和质谱联用来对蛋白质和多肽进行序列分析。 在气相中对多肽或蛋白质离子反应物进行肽降解反应。 该反应产生对应于多肽或蛋白质反应物的第一个氨基酸残基的第一离子产物和多肽或蛋白质片段离子。 然后确定第一离子产物或多肽或蛋白质片段离子或两者的质荷比。 然后从如此确定的质荷比鉴定多肽或蛋白质反应物的第一个氨基酸残基。
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公开(公告)号：US07518108B2
公开(公告)日：2009-04-14
申请号：US11272450
申请日：2005-11-10
CPC分类号： H01J49/165 , H01J49/0045
摘要： This invention provides methods, devices and device components for preparing ions from liquid samples containing chemical species and methods and devices for analyzing chemical species in liquid samples. The present invention provides an ion source for generating analyte ions having a selected charge state distribution, such as a reduced charged state distribution, that may be effectively interfaced with a variety of charged particle analyzers, including virtually any type of mass spectrometer.
摘要翻译： 本发明提供用于从含有化学物质的液体样品制备离子的方法，装置和装置组件以及用于分析液体样品中的化学物质的方法和装置。 本发明提供了一种用于产生具有选定的电荷状态分布的分析离子的离子源，所述电荷状态分布例如降低的充电状态分布，其可以有效地与包括实际上任何类型的质谱仪在内的各种带电粒子分析仪接口。
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公开(公告)号：US20080248585A1
公开(公告)日：2008-10-09
申请号：US11568536
申请日：2005-07-15
CPC分类号： G01N33/6824 , G01N33/6848
摘要： A fast and sensitive method and device for protein sequencing are disclosed. The method uses a combination of Edman degradation chemistry and mass spectrometry to sequence proteins and polypeptides. A peptide degradation reaction is performed on a polypeptide or protein ion reactant in the gas phase. The reaction yields a first ion product corresponding to a first amino acid residue of the polypeptide or protein reactant and a polypeptide or protein fragment ion. The mass-to-charge ratio for the first ion product, or the polypeptide or protein fragment ion, or both, is then determined. The first amino acid residue of the polypeptide or protein reactant is then identified from the mass-to-charge ratio so determined.
摘要翻译： 公开了用于蛋白质测序的快速且灵敏的方法和装置。 该方法使用Edman降解化学和质谱联用来对蛋白质和多肽进行序列分析。 在气相中对多肽或蛋白质离子反应物进行肽降解反应。 该反应产生对应于多肽或蛋白质反应物的第一个氨基酸残基的第一离子产物和多肽或蛋白质片段离子。 然后确定第一离子产物或多肽或蛋白质片段离子或两者的质荷比。 然后从如此确定的质荷比鉴定多肽或蛋白质反应物的第一个氨基酸残基。
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公开(公告)号：US5629213A
公开(公告)日：1997-05-13
申请号：US398470
申请日：1995-03-03
IPC分类号： G01N33/543 , G01N33/547 , G01N33/552
CPC分类号： B82Y30/00 , G01N33/54373 , Y10S435/808 , Y10S436/805
摘要： A biosensor for use in a surface plasmon resonance (SPR) System includes a transparent substrate layer, a thin metallic film on the substrate, and an ultrathin organic layer of a material which is polyanionic and adsorbs on the metallic film, and a layer of polylysine on this polyanionic material. In one embodiment, there is an outer layer on the polylysine which binds with a specific desired analyte.
摘要翻译： 用于表面等离子体共振（SPR）系统的生物传感器包括透明基底层，基底上的薄金属膜和聚阴离子材料的超薄有机层并吸附在金属膜上，并且聚赖氨酸层 在这种聚阴离子材料上。 在一个实施方案中，在聚赖氨酸上存在与特定所需分析物结合的外层。
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