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    Pyrroles substituted by oligonucleotides
    3.
    发明申请
    Pyrroles substituted by oligonucleotides 失效
    由寡核苷酸取代的吡咯

    公开(公告)号：US20060189555A1

    公开(公告)日：2006-08-24

    申请号：US10536317

    申请日：2003-12-16

    申请人： Bernard Mandrand ,  Daniela Zsoldos ,  Alain Laurent ,  Carole Chaix ,  Nicolas Spinelli

    发明人： Bernard Mandrand ,  Daniela Zsoldos ,  Alain Laurent ,  Carole Chaix ,  Nicolas Spinelli

    IPC分类号： A61K48/00 ,  A61K31/7056 ,  C07H21/02 ,  C07H19/04

    CPC分类号： C07H21/00 ,  Y02P20/55

    摘要： The invention relates to novel pyrrole derivatives of the formula (I) which make it possible to immobilize and address oligonucleotides by electropolymerization. Said invention also relates to thus produced electroactive polymers and to methods for using them for detecting, identifying and dosing analytes in a sampe. (I) wherein R1 is one type of oligonucleotide, Y is S or O, X is a spacer arm selected from —(CH2)—O—, —(CH2) P O—[(CH2)2—O]q—, —(CH2)r; —CO—NR—(CH2)r-0-, —CH2r—NCH3—(CH2)r—O—, —CH2)rCO—NR′—[CH2)2—O]s—, —(CH2)rNCH3[(CH2)2—O] S —, R′ is H or CH3, n is an integer number ranging from 1 to 5, p is an integer number ranging from 1 to 2, q is an integer number ranging from 1 to 4, r is an integer number ranging from 1 to 3, r′ is an integer number ranging from 1 to 3, s is an integer number ranging from 1 to 3, n, p, q, r, r′ and s are identical or different, a pyrrole cycle is substituted in a position 2, 3, 4 or 5.

    摘要翻译： 本发明涉及式（I）的新型吡咯衍生物，其可以通过电聚合固定和解决寡核苷酸。 所述发明还涉及由此产生的电活性聚合物及其用于检测，鉴定和给予分析物的方法。 （I）其中R 1是一种类型的寡核苷酸，Y是S或O，X是选自以下的间隔臂 - （CH 2）2 - ， - （ CH 2 O - [（CH 2）2 -O] q > - ， - （CH 2）r < -CO-NR-（CH 2）r -O - ， - CH 2 R n -NCH 3 - （CH 2） -O - ， - CH 2）NR CO - NR' - [CH 2 N 2） 2 - - - - - - - - - - - - - - - - - - - （CH 2） [（CH 2）2 -O] -S SB， - R'是H或CH 3，n是 1〜5的整数，p为1〜2的整数，q为1〜4的整数，r为1〜3的整数，r'为从 1至3，s为1至3的整数，n，p，q，r，r'和s相同或不同，在2,3,4或5位置上取代吡咯环。

    Bi-functionalised metallocenes use for marking biological molecules
    4.
    发明申请
    Bi-functionalised metallocenes use for marking biological molecules 失效
    双功能金属茂用于标记生物分子

    公开(公告)号：US20050038234A1

    公开(公告)日：2005-02-17

    申请号：US10501347

    申请日：2003-02-14

    申请人： Carole Chaix-Bauvais ,  Corinne Moustrou ,  Aude-Emmanuelle Navarro ,  Hugues Brisset ,  Francis Garnier ,  Bernard Mandrand ,  Nicolas Spinelli

    发明人： Carole Chaix-Bauvais ,  Corinne Moustrou ,  Aude-Emmanuelle Navarro ,  Hugues Brisset ,  Francis Garnier ,  Bernard Mandrand ,  Nicolas Spinelli

    IPC分类号： C12N15/00 ,  A61K49/00 ,  C07F17/00 ,  C07F17/02 ,  C07H21/04 ,  C07K5/00 ,  C07K7/00 ,  C07K14/00 ,  C07K1/00

    CPC分类号： C07F17/02 ,  Y02P20/55

    摘要： The invention relates to bi-functionalised metallocenes of general formula (I) where Me=a transition metal, preferably chosen from Fe, Ru and Os, Y and Z, when identical are selected from —(CH2)n—O—, (CH2)—O—[(CH2)2—O]P— and —(CH2)q—CONH—(CH2)r—O—, or Y=—(CH2)S—NH— and Z=—(CH2)t—COO—, n=a whole number from 3 to 6 inclusive, p=a whole number from 1 to 4 inclusive, q=a whole number from 0 to 2 inclusive, r=a whole number from 0 to 2 inclusive, s=a whole number from 2 to 5 inclusive, t=a whole number from 3 to 6 inclusive, R and R′=H atoms or are protective groups used in oligonucleotide and peptide synthesis, where at least one of R or R′ is protective group used in oligonucleotide and peptide synthesis and R and R′ are as defined below: (i) when Z and Y are selected from (CH2)n—O—, —(CH2)—O—[(CH2)2—O]p— and —(CH2)q—CONH—(CH2)r—O—, then R and R′ are protective groups used in oligonucleotide synthesis and R is a group which can leave a free OH group after deprotection, preferably a photolabile group such as monomethroxythoxytrityl, dimethoxytrityl, t-butyldimethylsilyl, acetyl or trifluroacetyl, and R′ is a phosphorylated group which can react with a free OH, preferably a phosphodiester, phosphoramidite or H-phosphonate and (ii) when Y=—(CH2)n—NH— and Z=—(CH2)t—COO—, then R is a protective group used in the synthesis of peptides and is an amino-protecting group, preferably 9-fluorenyloxycarbonyl, t-butoxycarbonyl or benzyloxycarbonyl and R′=H. The above is applied in marking.

    摘要翻译： 本发明涉及通式（I）的双官能化金属茂，其中Me =过渡金属，优选选自Fe，Ru和Os，Y和Z，当相同时，选自 - （CH 2）n O-，（CH 2） O - [（CH 2）2 -O] P - 和 - （CH 2）q -CONH-（CH 2）r O-或Y = - （CH 2）S -NH-和Z = - （CH 2）t -COO-， n =从3到6的整数，p =从1到4的整数，q =从0到2的整数，包括0和2，r =从0到2的整数，s =从 2〜5，t = 3〜6的整数，R和R'= H原子，或者是寡核苷酸和肽合成中使用的保护基，其中R或R'中的至少一个为寡核苷酸中使用的保护基， 肽合成和R和R'定义如下：（i）当Z和Y选自（CH 2）n O-， - （CH 2）-O - [（CH 2）2 -O] p - 和 - （CH 2） q-CONH-（CH 2）r O - ，则R和R'是寡核苷酸合成中使用的保护基，R是在去保护后可以留下游离OH基团的基团， 顺式基团如单甲氧基三苯甲基，二甲氧基三苯甲基，叔丁基二甲基甲硅烷基，乙酰基或三氟乙酰基，R'是可以与游离OH，优选磷酸二酯，亚磷酰胺或H-膦酸酯反应的磷酸化基团，和（ii）当Y = - （CH2 ）n-NH-和Z = - （CH2）t-COO-，则R是用于合成肽的保护基，并且是氨基保护基，优选9-氟芳氧基羰基，叔丁氧基羰基或苄氧基羰基和R' = H。 上述适用于标记。

    Pyrroles substituted by oligonucleotides
    5.
    发明授权
    Pyrroles substituted by oligonucleotides 失效
    由寡核苷酸取代的吡咯

    公开(公告)号：US07446186B2

    公开(公告)日：2008-11-04

    申请号：US10536317

    申请日：2003-12-16

    申请人： Bernard Mandrand ,  Daniela Zsoldos ,  Alain Laurent ,  Carole Chaix ,  Nicolas Spinelli

    发明人： Bernard Mandrand ,  Daniela Zsoldos ,  Alain Laurent ,  Carole Chaix ,  Nicolas Spinelli

    IPC分类号： C07H21/00 ,  C12Q1/68

    CPC分类号： C07H21/00 ,  Y02P20/55

    摘要： The invention relates to novel pyrrole derivatives of the formula (I) which make it possible to immobilize and address oligonucleotides by electropolymerization. Said invention also relates to thus produced electroactive polymers and to methods for using them for detecting, identifying and dosing analytes in a sample. (I) wherein R1 is one type of oligonucleotide, Y is S or O, X is a spacer arm selected from —(CH2)—O—, —(CH2) P O—[(CH2)2—O]q—, —(CH2)r; —CO—NR′—(CH2)r—O—, —CH2r—NCH3—(CH2)r—O—, —CH2)rCO—NR′—[CH2)2—O]s—, —(CH2)rNCH3[(CH2)2—O] S —, R′ is H or CH3, n is an integer number ranging from 1 to 5, p is an integer number ranging from 1 to 2, q is an integer number ranging from 1 to 4, r is an integer number ranging from 1 to 3, r′ is an integer number ranging from 1 to 3, s is an integer number ranging from 1 to 3, n, p, q, r, r′ and s are identical or different, a pyrrole cycle is substituted in a position 2, 3, 4 or 5.

    摘要翻译： 本发明涉及式（I）的新型吡咯衍生物，其可以通过电聚合固定和解决寡核苷酸。 所述发明还涉及如此制备的电活性聚合物以及使用它们用于检测，鉴定和给药样品中分析物的方法。 （I）其中R 1是一种类型的寡核苷酸，Y是S或O，X是选自以下的间隔臂 - （CH 2）2 - ， - （ CH 2 O - [（CH 2）2 -O] q - ， - （CH 2）n - -CO-NR' - （CH 2）2 -O - ， - CH 2 R n -NCH 3 - （CH 2）n -O - ， - CH 2）n CO-NR' - [CH 2 - 2 - > - - - - - - - - - - - - - - - - （CH 2） [（CH 2）2 -O] -SS - ，R'是H或CH 3， 3 ，n为1〜5的整数，p为1〜2的整数，q为1〜4的整数，r为1〜3的整数， r'为1〜3的整数，s为1〜3的整数，n，p，q，r，r'和s相同或不同，吡咯环在2位， 3，4或5。

    Bi-functional metallocenes, preparation process and use in the labeling or biological molecules
    6.
    发明授权
    Bi-functional metallocenes, preparation process and use in the labeling or biological molecules 失效

    公开(公告)号：US07301041B2

    公开(公告)日：2007-11-27

    申请号：US10501347

    申请日：2003-02-14

    申请人： Carole Chaix-Bauvais ,  Corinne Moustrou ,  Aude-Emmanuelle Navarro ,  Hugues Brisset ,  Francis Garnier ,  Bernard Mandrand ,  Nicolas Spinelli

    发明人： Carole Chaix-Bauvais ,  Corinne Moustrou ,  Aude-Emmanuelle Navarro ,  Hugues Brisset ,  Francis Garnier ,  Bernard Mandrand ,  Nicolas Spinelli

    IPC分类号： C07F17/02 ,  C07K1/00

    CPC分类号： C07F17/02 ,  Y02P20/55

    摘要： The invention relates to bi-functionalised metallocenes of general formula (I) where Me=a transition metal, preferably chosen from Fe, Ru and Os, Y and Z, when identical are selected from —(CH2)n—O—, (CH2)—O—[(CH2)2—O]P— and —(CH2)q—CONH—(CH2)r—O—, or Y=—(CH2)S—NH— and Z=—(CH2)t—COO—, n=a whole number from 3 to 6 inclusive, p=a whole number from 1 to 4 inclusive, q=a whole number from 0 to 2 inclusive, r=a whole number from 0 to 2 inclusive, s=a whole number from 2 to 5 inclusive, t=a whole number from 3 to 6 inclusive, R and R′=H atoms or are protective groups used in oligonucleotide and peptide synthesis, where at least one of R or R′ is protective group used in oligonucleotide and peptide synthesis and R and R′ are as defined below: (i) when Z and Y are selected from (CH2)n—O—, —(CH2)—O—[(CH2)2—O]p— and —(CH2)q—CONH—(CH2)r—O—, then R and R′ are protective groups used in oligonucleotide synthesis and R is a group which can leave a free OH group after deprotection, preferably a photolabile group such as monomethroxythoxytrityl, dimethoxytrityl, t-butyldimethylsilyl, acetyl or trifluroacetyl, and R′ is a phosphorylated group which can react with a free OH, preferably a phosphodiester, phosphoramidite or H-phosphonate and (ii) when Y=—(CH2)s—NH— and Z=—(CH2)t—COO—, then R is a protective group used in the synthesis of peptides and is an amino-protecting group, preferably 9-fluorenyloxycarbonyl, t-butoxycarbonyl or benzyloxycarbonyl and R′=H. The above is applied in marking.

    Method for detecting and/or quantifying a gliotoxic factor
    10.
    发明授权
    Method for detecting and/or quantifying a gliotoxic factor 失效
    用于检测和/或定量胶质毒性因子的方法

    公开(公告)号：US06270953B1

    公开(公告)日：2001-08-07

    申请号：US09202118

    申请日：1999-03-29

    申请人： Carine Malcus-Vocanson ,  Herve Perron ,  Bernard Mandrand

    发明人： Carine Malcus-Vocanson ,  Herve Perron ,  Bernard Mandrand

    IPC分类号： C12Q100

    CPC分类号： G01N33/564 ,  G01N33/5014 ,  G01N33/6896

    摘要： The invention proposes a method for detecting and/or quantifying, in a biological sample, a cytotoxic factor, in particular a gliotoxic factor, with respect to adherent target cells, in particular macroglial cells, the toxicity of which causes the death by apoptosis of said cells. The method comprises providing an initial fraction of the sample, optionally enriched with the toxic factor by previous treatment, incubating the initial toxic factor with a reference culture medium comprising adherent target cells, and detecting and/or quantifying in the adherent target cells killed by apoptosis, by flow cytometry, at least one direct or indirect characteristic associated with the apoptotic adherent cells of the whole or part of the incubated medium, which, if it is present and/or is quantified, qualifies the sample as positive, i.e. as containing said toxic factor. The initial biological sample is preferably a urine specimen.

    摘要翻译： 本发明提出了一种用于在生物样品中检测和/或定量细胞毒性因子，特别是胶质毒性因子的方法，所述细胞毒性因子涉及粘附的靶细胞，特别是大胶质细胞，其毒性导致所述 细胞。 该方法包括提供样品的初始级分，任选地通过先前的处理富集毒性因子，将初始毒性因子与包含贴壁靶细胞的参照培养基孵育，并在凋亡死亡的贴壁靶细胞中检测和/或定量 通过流式细胞术，与整个或部分培养的培养基的凋亡贴壁细胞相关联的至少一个直接或间接特征，如果存在和/或定量，则将样品鉴定为阳性，即含有所述 毒性因素。 初始生物样品优选为尿样。