Fluorescent indicators for calcium metal ion detection
AssigneeION Biosciences
InventorsPedro Rogelio Escammilla, Jihyeon Lee, Derek Scott Hernandez
Life of this patent
Estimating the term…
Abstract
The present disclosure describes compounds that can be used as Ca2+ chelators and fluorescent calcium indicators. The compounds incorporate a cyclopentyl group in the calcium binding portion of the Ca2+ fluorescent indicator. The indicators show substantially improved affinity for calcium ions in intracellular assays compared to other commercially available calcium selective fluorescent indicators.
Claims30
A compound with the chemical structure (I), or a salt thereof:
- wherein:
- R is H, an ammonium salt, a metal cation, an alkyl having 1-10 carbons, —Ac, or —CH2OAc;
- R1-R11 are independently H, a halogen, an alkyl, an aryl or a heteroaryl;
- and
- R12-R15 are independently H, an alkyl, a halogen, carboxy, carboxyalkylester, carboxyamide, an acyloxymethylcarbonyl, an alkoxy, an aryloxy, a thiol, an alkylthiol, an arylthiol, an azido, a nitro, a nitroso, a cyano, an amino, a hydroxy, a phosphonyl, a sulfonyl, a sulfonamide, a carbonyl, a boronyl, an aryl, a heteroaryl, a heterocycle or a fluorophore moiety.
A compound with the chemical structure (IA), (IB), (IC), (ID), or a salt thereof:
- wherein:
- R is H, an ammonium salt, a metal cation, an alkyl having 1-10 carbons, —Ac, or —CH2OAc;
- R1-R11 are independently H, a halogen, an alkyl, an aryl or a heteroaryl;
- and
- R12-R15 are independently H, an alkyl, a halogen, carboxy, carboxyalkylester, carboxyamide, an acyloxymethylcarbonyl, an alkoxy, an aryloxy, a thiol, an alkylthiol, an arylthiol, an azido, a nitro, a nitroso, a cyano, an amino, a hydroxy, a phosphonyl, a sulfonyl, a sulfonamide, a carbonyl, a boronyl, an aryl, a heteroaryl, a heterocycle or a fluorophore moiety.
A compound with the chemical structure (IIA), (IIB), or a salt thereof:
- where:
- each R independently represents H, —Ac, —CH2OAc, an ammonium salt, or a metal cation;
- R′ is H, —Ac, —CH2OAc, an ammonium salt, or a metal cation;
- each X independently represent H, F, Br, or Cl;
- wherein compound (IIA) and (IIB) can exist in their corresponding tautomeric forms.
A compound with the chemical structure (IIIA), (IIIB), or a salt thereof:
- where:
- each R independently represents H, —Ac, —CH2OAc, an ammonium salt, or a metal cation;
- R′ is H, —Ac, —CH2OAc, an ammonium salt, or a metal cation;
- each X independently represent H, F, Br, or Cl;
- wherein compound (IIIA) and (IIIB) can exist in their corresponding tautomeric forms.
Dependencies are inferred from the claim text.