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 following structure: ##STR00001## in which Z.sup.1 and Z.sup.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.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are independently
selected from hydrogen, halogen, amide, hydroxyl, cyano, nitro, mono- or
di-nitro-substituted benzyl, amino, mono- or di-C.sub.1-C.sub.4
alkyl-substituted amino, sulphydryl, carbonyl, carboxyl, C.sub.1-C.sub.6
alkoxy, acrylate, vinyl, styryl, aryl, heteroaryl, C.sub.1-C.sub.20
alkyl, aralkyl, sulphonate, sulphonic acid, quaternary ammonium, the
group -E-F and the group --(CH.sub.2--).sub.nY; R.sup.1 and R.sup.2 are
independently selected from hydrogen, mono- or di-nitro-substituted
benzyl, C.sub.1-C.sub.20 alkyl, aralkyl, the group -E-F and the group
--(CH.sub.2--).sub.nY; 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.