Use of photocleavable compounds
Use of photochemically cleavable compounds in course of one or multi-photon irradiation experiments.
1. A method for the neutralisation of a biologically active compound formed by spontaneous degradation of a photocleavable compound, comprising mono- or multi-photon irradiating a composition comprising said photocleavable compound and a reagent, which reagent is capable of neutralizing a biologically active compound formed by the spontaneous degradation of the photocleavable compound, wherein the photocleavable compound is the trifluoroacetic acid salt of a compound of the formula (I)
R 1 stands for hydrogen atom, or cyano, nitro, carboxyl or formyl group or a halogen atom;
R 2 stands for a hydrogen or bromo atom or a hydroxyl group, or
straight or branched alkoxy, or cycloalkoxy, substituted with an unsubstituted amino group, or an amino group substituted with a C 1 -C 6 alkyl group or cycloalkyl group, or two identical or different C 1 -C 6 alkyl groups, aryl group, heteroaryl group or cycloalkyl group; or aryl group;
R 3 and R 4 stand for hydrogen atoms;
R 5 is an acid residue of an amino acid, or
R 5 stands for a group of formula (II)
in which the nitrogen atom and the attached R 6 and R 7 substituents together stand for an amine residue of a neurotransmitter and in which X stands for an oxygen or sulphur atom.
2. The method according to claim 1 , wherein R 5 in the compound of formula (I) is an acid residue.
3. The method according to claim 1 , wherein the biologically active reagent formed by the spontaneous degradation of the photocleavable compound is neutralized by an enzyme, a tissue containing living cells or a cell culture.
4. The method according to claim 1 , wherein the reagent which neutralizes the biologically active compound formed by the spontaneous degradation of the photochemically active compound is a solid adsorbent.
5. The method according to claim 1 , wherein
R 1 stands for a nitro group and
R 2 stands for a hydrogen or bromo atom, or
straight or branched alkoxy, or cycloalkoxy, substituted with an unsubstituted amino group, or an amino group substituted with a C 1 -C 6 alkyl group or cycloalkyl group, or two identical or different C 1 -C 6 alkyl groups, aryl group, heteroaryl group or cycloalkyl group.
6. A process for performing a one- or a multi-photon irradiation process, comprising adding a photochemically cleavable compound and a reagent which neutralizes the biologically a compounds formed by spontaneous degradation of the photocleavable compound to a fluid medium containing cells, then mono- or multi-photon irradiating the resultant sample, wherein the photocleavable compound is the trifluoroacetic acid salt of a compound of the formula (I)
R 1 stands for hydrogen atom, or cyano, nitro, carboxyl or formyl group or a halogen atom;
R 2 stands for a hydrogen or bromo atom or a hydroxyl group, or
straight or branched alkoxy, or cycloalkoxy, substituted with an unsubstituted amino group, or an amino group substituted with a C 1 -C 6 alkyl group or cycloalkyl group, or two identical or different C 1 -C 6 alkyl groups, aryl group, heteroaryl group or cycloalkyl group; or aryl group;
R 3 and R 4 stand for hydrogen atoms;
R 5 is an acid residue of an amino acid, or
R 5 stands for a group of formula (II)
in which the nitrogen atom and the attached R 6 and R 7 substituents together stand for an amine residue of a neurotransmitter and in which X stands for an oxygen or sulphur atom.
7. The process according to claim 6 , wherein the cells are neurons and the reagent which neutralize the biologically active compounds are enzymes.
8. The process according to claim 7 , wherein the biologically active compounds formed by the spontaneous degradation of photochemically cleavable compounds are absorbed with a solid ion exchange resin.
9. A trifluoro acetic acid salt of a compound of formula (I)
wherein
R 1 stands for hydrogen atom, or cyano, nitro, carboxyl or formyl group or a halogen atom;
R 2 stands for a hydrogen or bromo atom a hydroxyl group, or
straight or branched alkoxy, or cycloalkoxy, substituted with an unsubstituted amino group, or an amino group substituted with a C 1 -C 6 alkyl group or cycloalkyl group, or two identical or different C 1 -C 6 alkyl groups, aryl group, heteroaryl group or cycloalkyl group;
R 3 and R 4 stand for hydrogen atoms;
R 5 is an acid residue of an amino acid, or
R 5 stands for a group of the general formula (II)
in which the nitrogen atom and the attached R 6 and R 7 substituents together stand for an amine residue of a neurotransmitter and in which X stands for an oxygen or sulphur atom.
10. A compound according to claim 9
wherein
R 1 stands for a nitro group;
R 2 stands for a hydrogen or bromo atom, or
dimethylamino-ethoxy group, dimethylamino-propoxy, isomers of dimethylamino-isopropoxy group (—O—CH(CH 3 )CH 2 —N(CH 3 ) 2 and O—CH 2 —CH(CH 3 )—CH 3 ) 2 groups), dimethylamino-isobutoxy group (O—CH 2 —CH(CH 3 )—CH 2 —N (CH 3 ) 2 ; or aryl group;
R 3 and R 4 stand for hydrogen atoms;
R 5 stands for an acid residue of L-Glutamic acid, GABA or Glycin, or a group of the general formula (II) in which the nitrogen atom and the attached R 6 and R 7 substituents together stand for an amine residue of L-Glutamic acid, GABA or Glycin and X stands for an oxygen or sulphur atom.
11. A compound according to claim 9 , wherein
R 1 stands for a nitro group and
R 2 stands for a hydrogen or bromo atom, or
straight or branched alkoxy, or cycloalkoxy, substituted with an unsubstituted amino group, or an amino group substituted with a C 1 -C 6 alkyl group or cycloalkyl group, or two identical or different C 1 -C 6 alkyl groups, aryl group, heteroaryl group or cycloalkyl group; or aryl group.
12. A composition comprising photochemically cleavable compounds of the trifluoroacetic acid salt of the compound of the formula (I) according to claim 9 and a reagent which neutralizes the biologically active compounds formed by the degradation of photochemically cleavable compounds and optionally further accessory agents.
13. The composition according to claim 12 , wherein the photochemically cleavable compound and the reagent which neutralizes the biologically active compounds of the degradation of the photochemically cleavable compound have been formulated separately.