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    • 2. 发明授权
    • Quinazoline-containing kits for labeling aldehyde or ketone moieties
    • 用于标记醛或酮部分的含喹唑啉试剂盒
    • US07816527B2
    • 2010-10-19
    • US11182122
    • 2005-07-15
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • C07D239/72
    • C07D265/22C07D239/91Y10T436/143333Y10T436/200833
    • Kits including novel fluorescent derivitization reagents for labeling an aldehyde- and/or ketone-containing target substance in a sample are described. In one embodiment kits are provided the novel fluorescent derivitization reagents of which have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-16 alkyl, C1-6 alkylamino, amino, or halogen; and R21-R24 are independently H, C 1-6 alkyl, C 1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The kits and reagents described are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.
    • 描述了包括用于标记样品中含醛和/或酮的目标物质的新型荧光衍生试剂的试剂盒。 在一个实施方案中提供试剂盒,其新型荧光衍生试剂具有下式:其中Q为羰基,硫代羰基或磺酰基,R5为-L-Z; L是亚芳基或C1-6全氟亚烷基; Z是羰基酰肼,酰肼,磺酰肼或硫代羰基酰肼; R11-R14独立地为H,C1-16烷基,C1-6烷基氨基,氨基或卤素; R 21 -R 24独立地为H,C 1-6烷基,C 1-6烷氧基,C 1-6全氟烷基,C 1-6烷基氨基,二(C 2-12 - 烷基)氨基,氨基,羧基,氰基,卤素,羟基, 硝基,苯基,磺基或-LZ。 所述的试剂盒和试剂特别可用于在电泳凝胶中标记糖蛋白或糖肽,核酸和脂多糖。
    • 3. 发明授权
    • Reagents for labeling biomolecules having aldehyde or ketone moieties
    • 用于标记具有醛或酮部分的生物分子的试剂
    • US06967251B2
    • 2005-11-22
    • US09970215
    • 2001-10-02
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • G01N33/532C07D239/91C07D239/94C07D249/08C07D263/60C07D265/22C07D277/66C07D401/04G01N33/58C12Q1/68G01N1/30
    • C07D265/22C07D239/91Y10T436/143333Y10T436/200833
    • Novel fluorescent derivitization reagents are described that are suitable for coupling to biomolecules that contain aldehyde or ketone functional groups. In one embodiment is provided reagents that have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene, or a single covalent bond; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alklyamino, di(C2-12alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, or sulfo; and R21-R24 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alklyamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The method of treating a sample with the derivativization reagents is described. The reagents are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.
    • 描述了适用于与含有醛或酮官能团的生物分子偶联的新型荧光衍生试剂。 在一个实施方案中,提供具有下式的试剂:其中Q是羰基,硫代羰基或磺酰基,R 5是-L-Z; L是亚芳基或C 1-6个全氟亚烷基,或单个共价键; Z是羰基酰肼,酰肼,磺酰肼或硫代羰基酰肼; R 11 -R 14独立地为H,C 1-6烷基,C 1-6烷氧基,C 全氟烷基,C 1-6烷基氨基,二(C 2-12烷基)氨基,氨基,羧基,氰基,卤素,C 1-6烷基氨基, 羟基,硝基,苯基或磺基; R 21和R 24独立地是H,C 1-6烷基,C 1-6烷氧基, C 1-6烷基全氟烷基,C 1-6烷基氨基,二(C 2-12-12 - 烷基)氨基,氨基,羧基,氰基, 卤素,羟基,硝基,苯基,磺基或-LZ。 描述了用衍生化试剂处理样品的方法。 这些试剂特别可用于在电泳凝胶中标记糖蛋白或糖肽,核酸和脂多糖。
    • 4. 发明申请
    • QUINAZOLINE-CONTAINING KITS FOR LABELING ALDEHYDE OR KETONE MOIETIES
    • 用于标示醛或酮类的含喹诺酮的包装盒
    • US20110117659A1
    • 2011-05-19
    • US12906014
    • 2010-10-15
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • Richard P. HauglandThomas H. SteinbergWayne F. PattonZhenjun Diwu
    • G01N33/68G01N33/00
    • C07D265/22C07D239/91Y10T436/143333Y10T436/200833
    • Novel fluorescent derivitization reagents are described that are suitable for coupling to biomolecules that contain aldehyde or ketone functional groups. In one embodiment is provided reagents that have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene, or a single covalent bond; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-6alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, or sulfo; and R21-R24 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The method of treating a sample with the derivativization reagents is described. The reagents are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.
    • 描述了适用于与含有醛或酮官能团的生物分子偶联的新型荧光衍生试剂。 在一个实施方案中,提供具有下式的试剂:其中Q是羰基,硫代羰基或磺酰基,R5是-L-Z; L是亚芳基或C1-6全氟亚烷基,或单个共价键; Z是羰基酰肼,酰肼,磺酰肼或硫代羰基酰肼; R11-R14独立地为H,C1-6烷基,C1-6烷氧基,C1-6全氟烷基,C1-6烷基氨基,二(C2-12 - 烷基)氨基,氨基,羧基,氰基,卤素,羟基,硝基,苯基, 或磺基; 和R 21 -R 24独立地为H,C 1-6烷基,C 1-6烷氧基,C 1-6全氟烷基,C 1-6烷基氨基,二(C 2-12 - 烷基)氨基,氨基,羧基,氰基,卤素,羟基,硝基, 苯基,磺基或-LZ。 描述了用衍生化试剂处理样品的方法。 这些试剂特别可用于在电泳凝胶中标记糖蛋白或糖肽,核酸和脂多糖。
    • 9. 发明授权
    • Intravacuolar stains for yeast and other fungi
    • 阴道内污渍用于酵母和其他真菌
    • US5445946A
    • 1995-08-29
    • US206081
    • 1994-03-03
    • Bruce L. RothPaul J. MillardStephen T. YueRichard P. Haugland
    • Bruce L. RothPaul J. MillardStephen T. YueRichard P. Haugland
    • C07D211/76C07D215/18C07D215/22C07D215/227C07D417/06C07D417/14C09B23/02C12Q1/04C07H17/00C12Q1/02C12Q1/68
    • C07D211/76C07D215/18C07D215/227C07D417/06C07D417/14C09B23/02
    • The invention relates to a method of forming distinctive intravacuolar structures that are unique to fungal cells and can be correlated with cell viability. The preferred dyes of the present invention are described by the formula: ##STR1## wherein each R.sup.1 is independently H; or an alkyl group having from 1-6 carbons; or a trifluoromethyl; or a halogen; or --OR.sup.6, --SR.sup.6 or --(NR.sup.6 R.sup.7) where R.sup.6 and R.sup.7, which can be the same or different, are independently H; or alkyl groups having 1-6 carbons; or 1-2 alicyclic, heteroalicyclic, aromatic or heteroaromatic rings, containing 1-4 heteroatoms, wherein the heteroatoms are O, N or S; or R.sup.6 and R.sup.7 taken in combination are --(CH.sub.2).sub.2 --M--(CH.sub.2).sub.2 -- where M=a single bond, --O--, --CH.sub.2 --, or --NR.sup.8 -- where R.sup.8 is H or an alkyl having 1-6 carbons; and t=1-4;R.sup.2 is an alkyl group having 1-6 carbons;X is O, S, Se or NR.sup.9, where R.sup.9 is H or an alkyl group having 1-6 carbons; or X is CR.sup.10 R.sup.11 where R.sup.10 and R.sup.11, which may be the same or different, are independently alkyl groups having 1-6 carbons, or R.sup.10 and R.sup.11 taken in combination complete a five or six membered saturated ring;R.sup.3, R.sup.4 and R.sup.5, which may be the same or different, are independently H; or an alkyl, alkenyl, polyalkenyl, alkynyl or polyalkynyl group having 1-6 carbons; or a halogen; or --OH, --OR.sup.6, --SR.sup.6 or --(NR.sup.6 R.sup.7); or R.sup.4 and R.sup.5, taken in combination form a quinolinium ring system that is optionally similarly substituted or unsubstituted;Z.sup.- is a biologically compatible counterion;L is a halogen or good leaving group; andOMEGA is a saturated or unsaturated, substituted or unsubstituted, cyclic substituent.
    • 本发明涉及形成与真菌细胞独特的独特的血管内结构的方法,并且可以与细胞活力相关。 本发明优选的染料用下式描述:其中每个R 1独立地是H; 或具有1-6个碳原子的烷基; 或三氟甲基; 或卤素; 或-OR 6,-SR 6或 - (NR 6 R 7)其中R 6和R 7可以相同或不同,独立地为H; 或具有1-6个碳的烷基; 或1-2个含有1-4个杂原子的脂环族,杂脂环,芳族或杂芳环,其中杂原子是O,N或S; 或R 6和R 7组合是 - (CH 2)2-M-(CH 2)2 - ,其中M =单键,-O-,-CH 2 - 或-NR 8 - ,其中R 8是H或具有1- 6个碳; 和t = 1-4; R2是具有1-6个碳原子的烷基; X是O,S,Se或NR 9,其中R 9是H或具有1-6个碳的烷基; 或X为CR10R11,其中R10和R11可以相同或不同,独立地为具有1-6个碳原子的烷基,或R10和R11组合完成一个五或六元饱和环; R 3,R 4和R 5可以相同或不同,独立地为H; 或具有1-6个碳原子的烷基,链烯基,聚链烯基,炔基或聚炔基; 或卤素; 或-OH,-OR 6,-SR 6或 - (NR 6 R 7); 或R 4和R 5组合形成任选相似取代或未取代的喹啉鎓环系; Z-是一种生物相容的抗衡离子; L是卤素或良好的离去基团; 并且OMEGA是饱和或不饱和的,取代或未取代的环状取代基。