Quinacridone derivatives as labelling reagents for flurescence detection of bilogical materials
申请人:——
公开号:US20040171014A1
公开(公告)日:2004-09-02
Disclosed are new quinacridone dye derivatives having characteristic fluorescence lifetimes. Also disclosed are methods for labelling target biological materials employing the quinacridone dyes and use of the labelled materials in biological assays. The quinacridone derivatives have the structure (I), in which Z
1
and Z
2
independently represent the atoms necessary to complete one ring, two fused ring, or three fused ring aromatic or heteroaromatic systems, each ring having five or six atoms selected from carbon atoms and optionally no more than two atoms selected from oxygen, nitrogen and sulphur; R
3
, R
4
, R
5
, R
6
, R
7
and R
8
are independently selected from hydrogen, halogen, amide, hydroxyl, cyano, nitro, mono- or di-nitro-substituted benzyl, amino, mono- or di-C
1
-C
4
alkyl-substituted amino, sulphydryl, carbonyl, carboxyl, C
1
-C
6
alkoxy, acrylate, vinyl, styryl, aryl, heteroaryl, C
1
-C
20
alkyl, aralkyl, sulphonate, sulphonic acid, quaternary ammonium, the group —E—F and the group —(CH
2
—)
n
Y; R
1
and R
2
are independently selected from hydrogen, mono- or di-nitro-substituted benzyl, C
1
-C
20
alkyl, aralkyl, the group —E—F and the group —(CH
2
—)
n
Y; E is a spacer group, F is a target bonding group; Y is selected from sulphonate, sulphate, phosphonate, phosphate, quaternary ammonium and carboxyl; and n is an integer from 1 to 6. The invention also relates to a set of different fluorescent quinacridone dye derivatives, each dye having a different fluorescence lifetime, the set of dyes being particularly useful for multiparameter analysis.
1
公开了具有特征荧光寿命的新喹吖啶染料衍生物。还公开了利用喹吖啶染料标记靶生物材料的方法,并将标记的材料用于生物分析。喹吖啶衍生物具有结构(I),其中Z1和Z2分别表示完成一个环、两个融合环或三个融合环芳香或杂芳系统所需的原子,每个环由选择自碳原子和最多不超过两个来自氧、氮和硫的原子的五个或六个原子组成;R3、R4、R5、R6、R7和R8独立地选择自氢、卤素、酰胺、羟基、氰基、硝基、单取代或双取代苯基、氨基、单取代或双取代的C1-C4烷基氨基、硫醇基、羰基、羧基、C1-C6烷氧基、丙烯酸酯、乙烯基、苯乙烯基、芳基、杂芳基、C1-C20烷基、芳基烷基、磺酸盐、磺酸、季铵盐、基团—E—F和基团—(CH2—)nY;R1和R2独立地选择自氢、单取代或双取代的苯基、C1-C20烷基、芳基烷基、基团—E—F和基团—(CH2—)nY;E是一个间隔基,F是一个目标结合基团;Y选择自磺酸盐、硫酸盐、膦酸盐、磷酸盐、季铵盐和羧基;n是1到6之间的整数。该发明还涉及一组不同的荧光喹吖啶染料衍生物,每种染料具有不同的荧光寿命,这组染料特别适用于多参数分析。