Labelling compounds and their use in assays
The invention provides monoferrocenyl compounds of general formula (I). The invention also provides substrates labelled with the compounds, functionalised derivatives of the compounds and methods of using the compounds, functionalised derivatives and labelled substrates in electrochemical assays.
1. A compound of formula IA
wherein:
each X substituent is independently selected from the group consisting of halo, vinyl, alkyl, cycloalkyl, SiR 3 , SnR 3 , PR 2 , P(O)R 2 , SR, S(O)R, SO 2 R, aryl, heteroaryl, CHO, CO 2 R, CN and CF 3 ;
each R is independently selected from the group consisting of alkyl, aryl, cycloalkyl and heteroaryl;
A is O, B is CH 2 and c is 1, or
A is CH 2 , B is O and c is 2
a is 1, 2, 3 or 4 and b is 0, 1, 2, 3, 4 or 5; or
a is 0, 1, 2, 3, 4 or 5 and b is 1, 2, 3, 4 or 5; and
vinyl, alkyl, cycloalkyl, alkylene, aryl and heteroaryl may optionally be substituted with 1, 2 or 3 substituents independently selected from the group consisting of unsubstituted alkyl, OH, CN, fluorine, chlorine, bromine and iodine.
2. The compound of claim 1 , wherein a+b=1.
3. The compound of any one of claims 1 - 2 , wherein b is 0.
4. The compound of any one of claims 1 - 3 according to formula IB
5. The compound of any one of claims 1 - 4 wherein each X is independently selected from the group consisting of halo, vinyl, SR, S(O)R, alkyl, P(O)R 2 , S(O) 2 R, and SiR 3.
6. The compound of claim 1 wherein a is 4, b is 5 and each X is methyl.
7. A compound selected from the group consisting of
3-(nonamethylferrocenylmethoxy)propan-1-ol;
3-((1′-chloro)-ferrocenylmethoxy)propan-1-ol;
3-((2-tert-butylthio)-ferrocenylmethoxy)propan-1-ol;
3-((2-tert-butylsulfinyl)-ferrocenylmethoxy)propan-1-ol;
3-((2-tert-butylsulfonyl)-ferrocenylmethoxy)propan-1-ol;
3-((2-di-tert-butylphospinyl)-ferrocenylmethoxy)propan-1-ol;
3-(2-tributylstannyl-ferrocenylmethoxy)propan-1-ol;
3-(2-trimethylsilyl-ferrocenylmethoxy)propan-1-ol;
3-(2-tributylsilyl-ferrocenylmethoxy)propan-1-ol;
3-(2-trimethylstannyl-ferrocenylmethoxy)propan-1-ol;
3-(2-vinyl-ferrocenylmethoxy)propan-1-ol;
3-(2-iodo-ferrocenylmethoxy)propan-1-ol;
2-(3-ferrocenylpropoxy)ethanol;
2-(3-(2-tert-butylthio)-ferrocenylpropoxy)ethanol;
2-(3-(2-tert-butylsulfinyl)-ferrocenylpropoxy)ethanol; and
2-(3-(2-tert-butylsulfonyl)-ferrocenylpropoxy)ethanol.
8. The compound of claim 5 , wherein each X is independently selected from the group consisting of SR, S(O)R, and S(O) 2 R.