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US 12,135,325 B2Granted
Organotellurium compounds, compositions and methods of use thereof
AssigneesThe Governing Council of the University of Toronto, University Health Network
InventorsMark Nitz, Landon J. Edgar, Bradly G. Wouters, David Hedley, Lisa M. Willis, Matthew A. Lumba, Hanuel Park, Ravi N. Vellanki
Life of this patent
Estimating the term…
Abstract
A compound of formula (I): as described herein and methods and uses thereof as for mass tagging a biosensor or biologically active material.
Claims21
A kit capable of mass detection assay, the kit comprising:
- a plurality of mass tags, each mass tag comprising a tellurophene compound of the below formula (I);
- wherein
- A is a naturally occurring isotope of Te;
- R1 is selected from H, unsubstituted or substituted C1-C20alkyl, unsubstituted or substituted C3-C20cycloalkyl, unsubstituted or substituted aryl and an electron withdrawing group;
- L is C1-30alkylene, unsubstituted or substituted with one or more substituents, and/or optionally interrupted with one or more heteromoieties independently selected from O, S, NR7, and/or optionally interrupted with one or more of C(O) and C(S);
- R7 is independently selected from H, PG and C1-6alkyl;
- X is a reactive functional group selected from halo, OH, Ots, Oms, C(O)H, C(O)OR8, C(O)NR9R10, O—C(O)—OR11, O—C(O)—NR12, C(O)ONR13R14, C(O)R15, C(O)SR16, NR17R18, or a maleimide,
- R8 is selected from H, C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2;
- R9 and R10 are independently selected from H, C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2, or
- R9 and R10, together with the N atom to which they are bonded, form a 4 to 12 membered monocyclic or bicyclic, saturated or unsaturated ring unsubstituted or substituted with one or more ═O, ═S, halo and C1-6alkyl;
- R11 is selected from C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2;
- R12 is selected from C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2;
- R13 and R14 are independently selected from H, C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2, or
- R13 and R14, together with the N atom to which they are bonded, form a 4 to 12 membered monocyclic or bicyclic, saturated or unsaturated ring unsubstituted or substituted with one or more ═O, ═S, halo and C1-6alkyl;
- R15 is halo;
- R16 is selected from C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2;
- R17 and R18 are independently selected from H, C(O)C1-6 alkyl, C1-6alkyl, aryl and C1-6alkylenearyl, wherein the latter three groups are unsubstituted or substituted with one or more of halo and NO2, or R17 and R18, together with the N atom to which they are bonded, form a 4 to 12 membered monocyclic or bicyclic, saturated or unsaturated ring unsubstituted or substituted with one or more ═O, ═S, halo and C1-6alkyl;
- and
- one or more available hydrogens are optionally replaced with D;
- or a salt and/or solvate thereof;
- with proviso that when X is C(O)OR19 and R19 is H or C1-6alkyl, L is not C1-8alkylene;
- and
- when X is OH, L is not C1-2alkylene;
- and
- wherein each mass tag comprises a distinct tellurium isotope.
22 more elements
Dependencies are inferred from the claim text.