Polymers and their use as fluorescent labels

摘要

The present invention relates to a polymer composed by monomers of formula (I) as well as to a process for its preparation and its use as fluorophore.
wherein:
X is a radical of formula (II)
wherein
-R 5 is an electron pair or a (C 1 -C 3 )-alkyl radical;
-R a and -R b are radicals independently selected from the group consisting of H, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro or
-R a and -R b are fused forming with the carbon atoms to which they are attached a ring of formula (III)
with the condition that
(i) when -R 5 is an electron pair, a is a N=C double bond, and R a and R b are fused forming the ring
said ring being a biradical selected from (IIIa) and (IIIb)
thus, radical (II) is (IIa) or (IIb) respectively
(ii) when -R 5 is a (C 1 -C 3 )-alkyl radical, a is a N-C single bond and R a and R b are fused forming the ring
said ring being a biradical
thus, the radical (II) is (IIc);
R 1 -R 4 and R 7 -R 18 represent radicals, same or different, selected from the group consisting of H, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro;
p is an integer from 0 to 1;
R 6 is a biradical selected from the group consisting of -CO-; -CONH(CH 2 ) m CO-; and -CO[NHCHR"CO] m -, wherein -R" are side chains radicals, same or different, corresponding to natural aminoacids; and m is an integer from 1 to 3;
Z is a triradical of formula (IV)
wherein
r is an integer from 0 to 1;
v is an integer from 0 to 1;
Z' is a triradical selected from -CH 2 - and nitrogen;
Z" is H or a -NH- biradical,
with the previso that:
(a) when Z' is nitrogen, forming an amide bound with R 6 , then Z" is hydrogen and v is an integer from 0 to 1, and
(b) when Z" is -NH-, forming an amide group with R 6 , then Z' is -CH 2 - and v=0,
or of formula (V):
wherein
Z''' is selected from -CH 3 and -CH 2 NH-,
Z iv is selected from H and NH,
Z v is selected from S and O atom,
W is an integer from 0 to 1,
with the previso that
(c) when R 6 is bound to Z''', then Z''' is -CH 2 NH-, Z iv is hydrogen and w is 0; and
(d) when Z iv is -NH- forming an amide bound with R 6 , Z''' is -CH 3 - and w is 1; and
wherein the monomers of formula (I) are linked through the triradical Z, forming an amide or phosphate bound.