公开(公告)号：US20040067229A1

公开(公告)日：2004-04-08

申请号：US10441205

申请日：2003-05-20

Applicant: Yeda Research and Development Co. Ltd.

Inventor： Meir Wilchek ,  Edward A. Bayer ,  Heike Hofstetter ,  Margherita Morpurgo

IPC: C12Q001/68 ,  G01N033/53 ,  A61K039/395

CPC classification number: C07D207/404 ,  C07C235/34 ,  C07C243/34 ,  C07C245/08 ,  C07C271/20 ,  C07C271/22 ,  C07C281/02 ,  C07D207/452 ,  G01N33/532 ,  G01N33/533

Abstract: A compound of the formula I 1 wherein R is H or nullNnullN-2-carboxyphenyl; A is (CH2)n or nullCHnullCHnull, wherein n is an integer from 0 to 10, or A may also be nullCH(COOH)null when R is nullNnullN-2-carboxyphenyl; and X is a radical selected from the group consisting of: (i) Cl; (ii) COOR1, wherein R1 is p-nitrophenyl or N-succinimidyl; (iii) CONHnullNHR2, wherein R2 is H, COO(t-butyl) or COObenzyl; (iv) CONHnullnullBnullnullNHR3, wherein R3 is H, COOR1, or CO-nullBnullnull-maleimido, wherein R1 is t-butyl, p-nitrophenyl or N-succinimidyl, and B and Bnull, the same or different, are (CH2)n wherein n is an integer from 2 to 10; (v) CONHnullnullBnullnullCOOR4, wherein R4 is H, C1-C8 alkyl, N-succinimidyl; (vi) CONHnullnullBnullnullOH; (vii) CONHnullnullBnullnullCONHnullNHR2, wherein R2 is H, COO(t-butyl) or COObenzyl; and (viii) NHR2, wherein R2 is H, COO(t-butyl) or COObenzyl, when A is nullCH(COOH)null and R is nullNnullN-2-carboxyphenyl. The 4null-hydroxyazobenzene-2-carboxylic acid (HABA) compounds are novel reagents for labeling, isolation and detection of biological molecules.

Abstract translation: 式I的化合物，其中R是H或-N = N-2-羧基苯基; A是（CH 2）n或-CH = CH-，其中n是0至10的整数，或当R是-N = N-2-羧基苯基时，A也可以是-CH（COOH） 并且X是选自以下的基团：（i）Cl; （ii）COOR1，其中R1是对硝基苯基或N-琥珀酰亚胺基; （iii）CONH-NHR2，其中R2是H，COO（叔丁基）或COO苄基; （iv）CONH- [B] -NHR 3，其中R 3是H，COOR 1或CO- [B'] - 马来酰亚氨基，其中R 1是叔丁基，对硝基苯基或N-琥珀酰亚胺基，B和B' 相同或不同，为（CH 2）n，其中n为2至10的整数; （v）CONH- [B] -COOR 4，其中R 4是H，C 1 -C 8烷基，N-琥珀酰亚胺基; （vi）CONH- [B] -OH; （vii）CONH- [B] -CONH-NHR2，其中R2是H，COO（叔丁基）或COO苄基; 和（viii）当A为-CH（COOH） - 且R为-N = N-2-羧基苯基时，R 2为H，COO（叔丁基）或COO苄基的NHR 2。 4'-羟基偶氮苯-2-羧酸（HABA）化合物是生物分子标记，分离和检测的新型试剂。

公开(公告)号：US20040191832A1

公开(公告)日：2004-09-30

申请号：US10624503

申请日：2003-07-23

Applicant: YEDA RESEARCH AND DEVELOPMENT CO., LTD.

Inventor： Meir Wilchek ,  Edward A. Bayer ,  Heike Hofstetter ,  Margherita Morpurgo

IPC: G01N033/53

CPC classification number: C07K14/465 ,  G01N33/532 ,  G01N33/583

Abstract: A covalent conjugate of a 4null-hydroxyazobenzene-2-carboxylic acid. derivative (HABA) and an avidin-type molecule, of the formula: 1 wherein A is (CH2)n or nullCHnullCHnull, wherein n is an integer from 0-10; B is (CH2)n wherein n is an integer from 2 to 10; m is zero or 1; and Av is the residue of an avidin-type molecule selected from the group comprising native egg-white avidin, recombinant avidin, deglycosylated avidins, bacterial streptavidin, recombinant streptavidin, truncated streptavidin and other derivatives of said avidin-type molecules. These HABAylated avidins are red colored in the quinone configuration and can be used in many applications in the avidin-biotin technology.

Abstract translation: 4'-羟基偶氮苯-2-羧酸的共价缀合物。 衍生物（HABA）和抗生物素蛋白型分子，其中A是（CH 2）n或-CH = CH-，其中n是0-10的整数; B是（CH 2）n，其中n是2至10的整数; m为零或1; Av是选自天然蛋白抗生物素蛋白，重组抗生物素蛋白，去糖基化抗体，细菌链霉抗生物素蛋白，重组链霉抗生物素蛋白，截短的链霉抗生物素蛋白和所述抗生物素蛋白型分子的其它衍生物的组的抗生物素蛋白型分子的残基。 这些HABA化的avidins在醌配体中是红色的，并且可以用于抗生物素蛋白 - 生物素技术的许多应用。