公开(公告)号：KR100876430B1

公开(公告)日：2008-12-31

申请号：KR1020060041610

申请日：2006-05-09

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: C07K5/00 ,  G01N33/53 ,  G01N33/68

Abstract: A conjugate of a hapten compound of metamifop and a protein is provided to be used as an antibody for rapidly and quantitatively detecting the metamifop. A conjugate is characterized in that a hapten compound of metamifop is bound to a protein by an amide bond. The hapten compound of the metamifop is represented by the formula(1), wherein each R1, R2, R3, and R4 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, cyano, amino, thiol, aldehyde, nitro, C2-10 carboxyalkyl or C1-10 hydroxyalkyl; each R5 and R6 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, cyano, amino, thiol, aldehyde, nitro, C1-10 carboxyalkyl, C1-10 hydroxyalkyl or a group represented by the structural formula(1-a); R7 is H, C2-10 carboxyalkyl or C1-10 alkyl; and each R8, R9, R10, R11 and R12 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, amino, thiol, aldehyde, C2-10 carboxyalkyl or C1-10 hydroxyalkyl, provided that at least one of the R1 to R12 is at least one of carboxyl and amino. The protein is bovine serum albumine(BSA), human serum albumine(HSA), fibrinogen, ovalbumin, thyroglobulin or keyhole limpet hemocyanin(KLH). An antibody is produced by being reacted to the conjugate and is specifically bound to the metamifop. A method for producing the antibody comprises the steps of: (a) immunizing mammals with the conjugate; and (b) selecting the antibody specific to the metamifop from the mammals.

Abstract translation: 提供metamifop的半抗原化合物与蛋白质的缀合物以用作用于快速且定量检测metamifop的抗体。 偶联物的特征在于metamifop的半抗原化合物通过酰胺键与蛋白质结合。 式（1）表示吗啡喃半抗原化合物，其中每个R 1，R 2，R 3和R 4独立地为H，羧基，羟基，C 1-10烷基，卤素，氰基，氨基，巯基，醛，硝基， C2-10羧烷基或C1-10羟烷基; 每个R5和R6独立地为H，羧基，羟基，C1-10烷基，卤素，氰基，氨基，巯基，醛，硝基，C1-10羧烷基，C1-10羟烷基或由结构式 ）; R 7是H，C 2-10羧基烷基或C 1-10烷基; 并且每个R8，R9，R10，R11和R12独立地为H，羧基，羟基，C1-10烷基，卤素，氨基，巯基，醛，C2-10羧烷基或C1-10羟烷基，条件是至少一个R1 至R12是羧基和氨基中的至少一个。 该蛋白质是牛血清白蛋白（BSA），人血清白蛋白（HSA），纤维蛋白原，卵清蛋白，甲状腺球蛋白或匙孔血蓝蛋白（KLH）。 抗体通过与缀合物反应而产生，并特异性结合于metamifop。 生产抗体的方法包括以下步骤：（a）用缀合物免疫哺乳动物; 和（b）从哺乳动物中选择特异于metamifop的抗体。

公开(公告)号：KR1020080102899A

公开(公告)日：2008-11-26

申请号：KR1020070049950

申请日：2007-05-22

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: C07K19/00

Abstract: A hapten-protein complex and an antibody used to an enzyme-linked immunosorbent analysis of an insecticide bistrifluron residue are provided to detect quickly and quantitively the insecticide bistrifluron using the antibody to a composite in which a specific hapten compound of bistrifluron and a protein are combined. A composite is manufactured by combining a hapten compound of an insecticide bistrifluron and a protein using an amino bond. The hapten compound of an insecticide bistrifluron includes a carboxyl group or an amino radical and a compound of haptens I, II, III, IV or V. The protein is a bovine serum albumin(BSA), a human serum albumin(HSA), a fibrinogen, an ovalbumin, a thyroglobulin or a keyhole limpet haemocyanin(KLH).

Abstract translation: 提供半抗原蛋白复合物和用于杀虫剂双三氟龙残留物的酶联免疫吸附分析的抗体，以快速和定量地检测杀虫剂双异氟醚，其中使用抗组合物，其中双特里酮和蛋白质的特异性半抗原化合物组合 。 通过将杀虫剂双三氟龙的半抗原化合物和使用氨基键的蛋白质组合来制造复合物。 杀虫剂双三氟龙的半抗原化合物包括羧基或氨基，以及半抗原I，II，III，IV或V的化合物。蛋白质是牛血清白蛋白（BSA），人血清白蛋白（HSA）， 纤维蛋白原，卵清蛋白，甲状腺球蛋白或匙孔血蓝蛋白（KLH）。

公开(公告)号：KR1020080102900A

公开(公告)日：2008-11-26

申请号：KR1020070049951

申请日：2007-05-22

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: G01N33/53 ,  G01N33/68 ,  G01N33/48

Abstract: An enzyme immunology analysis method for detecting insecticide bistrifluron residue is provided to detect quickly and quantitively the insecticide bistrifluron using the antibody to a composite in which a specific hapten compound of bistrifluron and a protein are combined. A method for detecting a bistrifluron in a sample comprises steps of: contacting an antibody generated from a composite, a sample including insecticide bistrifluron and the composite a composite in which a hapten compound of a bistrifluron fixed to a solid support and a protein are combined using an amino bond; and detecting a bond of the antibody to the bistrifluron fixed to the solid support.

Abstract translation: 提供了一种用于检测杀虫剂双三氟醚残留物的酶免疫学分析方法，以快速和定量的方式检测杀虫剂双异氟醚，其中使用抗体，其中组合了双异氟龙和蛋白质的特定半抗原化合物。 用于检测样品中双曲龙的方法包括以下步骤：使由复合物产生的抗体，包括杀虫剂双三氟龙的样品和复合材料接触，其中将固定在固体支持物上的双三氟龙的半抗原化合物与蛋白质组合使用， 氨基键; 并检测抗体固定在固体支持物上的双三氟龙的键。

公开(公告)号：KR1020070109099A

公开(公告)日：2007-11-15

申请号：KR1020060041610

申请日：2006-05-09

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: C07K5/00 ,  G01N33/53 ,  G01N33/68

CPC classification number: G01N33/5308 ,  A01N43/76 ,  C07D263/58 ,  C07K16/44

Abstract: A conjugate of a hapten compound of metamifop and a protein is provided to be used as an antibody for rapidly and quantitatively detecting the metamifop. A conjugate is characterized in that a hapten compound of metamifop is bound to a protein by an amide bond. The hapten compound of the metamifop is represented by the formula(1), wherein each R1, R2, R3, and R4 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, cyano, amino, thiol, aldehyde, nitro, C2-10 carboxyalkyl or C1-10 hydroxyalkyl; each R5 and R6 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, cyano, amino, thiol, aldehyde, nitro, C1-10 carboxyalkyl, C1-10 hydroxyalkyl or a group represented by the structural formula(1-a); R7 is H, C2-10 carboxyalkyl or C1-10 alkyl; and each R8, R9, R10, R11 and R12 is independently H, carboxyl, hydroxy, C1-10 alkyl, halogen, amino, thiol, aldehyde, C2-10 carboxyalkyl or C1-10 hydroxyalkyl, provided that at least one of the R1 to R12 is at least one of carboxyl and amino. The protein is bovine serum albumine(BSA), human serum albumine(HSA), fibrinogen, ovalbumin, thyroglobulin or keyhole limpet hemocyanin(KLH). An antibody is produced by being reacted to the conjugate and is specifically bound to the metamifop. A method for producing the antibody comprises the steps of: (a) immunizing mammals with the conjugate; and (b) selecting the antibody specific to the metamifop from the mammals.

Abstract translation: 提供metamifop和蛋白质的半抗原化合物的缀合物用作快速和定量检测metamifop的抗体。 缀合物的特征在于，metamifop的半抗原化合物通过酰胺键与蛋白质结合。 metamifop的半抗原化合物由式（1）表示，其中每个R 1，R 2，R 3和R 4独立地为H，羧基，羟基，C 1-10烷基，卤素，氰基，氨基，硫醇，醛，硝基， C2-10羧基烷基或C1-10羟烷基; 每个R 5和R 6独立地是H，羧基，羟基，C 1-10烷基，卤素，氰基，氨基，硫醇，醛，硝基，C 1-10羧基烷基，C 1-10羟烷基或由结构式 ）; R7是H，C2-10羧基烷基或C1-10烷基; 并且每个R 8，R 9，R 10，R 11和R 12独立地为H，羧基，羟基，C 1-10烷基，卤素，氨基，硫醇，醛，C 2-10羧基烷基或C 1-10羟烷基，条件是R1 至R12是羧基和氨基中的至少一个。 蛋白质是牛血清白蛋白（BSA），人血清白蛋白（HSA），纤维蛋白原，卵清蛋白，甲状腺球蛋白或钥孔血蓝蛋白（KLH）。 通过与缀合物反应产生抗体，并且特异性地结合到metamifop。 制备抗体的方法包括以下步骤：（a）用该缀合物免疫哺乳动物; 和（b）从哺乳动物中选择特异性抗体的抗体。

公开(公告)号：KR1020070109098A

公开(公告)日：2007-11-15

申请号：KR1020060041609

申请日：2006-05-09

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: G01N33/53 ,  G01N33/68

Abstract: A method for detecting metamifop is provided to detect the metamifop rapidly and quantitatively using an antibody against a complex in which a specific hapten compound of the metamifop and protein are bound. A method for detecting metamifop in a sample comprises the steps of: (a) contacting an antibody generated from a complex in which hapten compound of metamifop and protein are bound by an amide bond with the sample including metamifop and a complex in which a hapten compound of metamifop fixed on a solid support and protein are bound by an amide bond; and (b) detecting the binding of the antibody regarding the metamifop using an enzyme labeled secondary antibody, wherein the hapten compound of the metamifop includes a carboxyl or an amino group, the protein is bovine serum albumine(BSA), human serum albumine(HSA), fibrinogen, ovalbumin, thyroglobulin or keyhole limpet hemocyanin(KLH).

Abstract translation: 提供了一种检测metamifop的方法，用于快速和定量地使用针对结合有metamifop和蛋白质的特定半抗原化合物的复合物的抗体来检测metamifop。 一种用于检测样品中metamifop的方法包括以下步骤：（a）使由复合物产生的抗体接触，其中metamifop和蛋白质的半抗原化合物通过酰胺键与包含metamifop的样品和其中半抗原化合物 固定在固体支持物和蛋白质上的metamifop被酰胺键结合; （b）使用酶标记的二抗检测抗体与metamifop的结合，其中metamifop的半抗原化合物包括羧基或氨基，所述蛋白是牛血清白蛋白（BSA），人血清白蛋白（HSA ），纤维蛋白原，卵清蛋白，甲状腺球蛋白或钥孔血蓝蛋白（KLH）。

公开(公告)号：KR100879223B1

公开(公告)日：2009-01-15

申请号：KR1020070049951

申请日：2007-05-22

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: G01N33/53 ,  G01N33/68 ,  G01N33/48

Abstract: 본 발명은 살충제 비스트리플루론(bistrifluron)을 포함하는 시료와 비스트리플루론의 합텐 화합물과 단백질이 아미드 결합에 의해 결합된 복합체로부터 생성된 항체 및 고체 지지체에 고정된 비스트리플루론의 합텐 화합물과 단백질이 아미드 결합에 의해 결합된 복합체를 접촉시키는 단계 및 상기 고체 지지체에 고정된 비스트리플루론에 대한 상기 항체의 결합을 검출하는 단계를 포함하는, 시료 중의 비스트리플루론을 검출하는 방법에 관한 것이다. 본 발명에 따르면, 비스트리플루론의 특정 합텐 화합물과 단백질이 결합된 복합체에 대한 항체를 이용함으로써 살충제 비스트리플루론을 신속하고 정량적으로 검출할 수 있다.

公开(公告)号：KR100879222B1

公开(公告)日：2009-01-15

申请号：KR1020060041609

申请日：2006-05-09

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: G01N33/53 ,  G01N33/68

Abstract: 본 발명은 제초제 메타미포프(metamifop)를 포함하는 시료와 메타미포프의 합텐 화합물과 단백질이 아미드 결합에 의해 결합된 복합체로부터 생성된 항체 및 고체 지지체에 고정된 메타미포프의 합텐 화합물과 단백질이 아미드 결합에 의해 결합된 복합체를 접촉시키는 단계 및 메타미포프에 대한 상기 항체의 결합을 검출하는 단계를 포함하는, 시료 중의 메타미포프를 검출하는 방법에 관한 것이다. 본 발명에 따르면, 메타미포프의 특정 합텐 화합물과 단백질이 결합된 복합체에 대한 항체를 이용함으로써 제초제 메타미포프를 신속하고 정량적으로 검출할 수 있다.

公开(公告)号：KR100876435B1

公开(公告)日：2008-12-31

申请号：KR1020070049950

申请日：2007-05-22

Applicant: 재단법인서울대학교산학협력재단

Inventor： 김정한 ,  문준관

IPC: C07K19/00

Abstract: A hapten-protein complex and an antibody used to an enzyme-linked immunosorbent analysis of an insecticide bistrifluron residue are provided to detect quickly and quantitively the insecticide bistrifluron using the antibody to a composite in which a specific hapten compound of bistrifluron and a protein are combined. A composite is manufactured by combining a hapten compound of an insecticide bistrifluron and a protein using an amino bond. The hapten compound of an insecticide bistrifluron includes a carboxyl group or an amino radical and a compound of haptens I, II, III, IV or V. The protein is a bovine serum albumin(BSA), a human serum albumin(HSA), a fibrinogen, an ovalbumin, a thyroglobulin or a keyhole limpet haemocyanin(KLH).

Abstract translation: 提供用于杀虫剂双三氟甲磺隆残基的酶联免疫吸附分析的半抗原 - 蛋白质复合物和抗体，以快速和定量地检测杀虫剂双三氟隆，其中使用针对复合物的抗体，其中双三联隆和蛋白质的特定半抗原化合物组合 。 通过使用氨基键将杀虫剂双三氟隆的半抗原化合物与蛋白质组合来制造复合物。 杀虫剂双三氟隆的半抗原化合物包括羧基或氨基以及半抗原I，II，III，IV或V的化合物。蛋白质是牛血清白蛋白（BSA），人血清白蛋白（HSA）， 纤维蛋白原，卵清蛋白，甲状腺球蛋白或匙孔血蓝蛋白（KLH）。