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US 2020/0072711 A1Published application
Fluorescent endoplasmic reticulum trackers for live cell imaging of pathogenic yeast
AssigneeRamot at Tel-Aviv University Ltd.
InventorsMicha Fridman, Raphael I. Benhamou, Ido M. Herzog, Qais Z. Jaber
Life of this patent
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Abstract
Particular 1,2,3-triazole- and 1,2,4-triazole-based compounds can be used as fluorescent probes. The compounds can optionally be substituted with one or two fluorine atoms. The compounds are effective as specific endoplasmatic reticulum (ER)-trackers for live cell imaging in a fungal cell, such as a pathogenic yeast. Compositions including the fluorescent probes can be used in methods for tracking the endoplasmic reticulum in a fungal cell.
Claims21
A compound of the formula I:
- wherein:
- X is selected from the group consisting of 1,2,3-triazole optionally substituted with one or two F atoms, and 1,2,4-triazole substituted with one or two F atoms, and attached via a nitrogen atom thereof to the adjacent —CH2—;
- L is absent, or a linker selected from the group consisting of (C1-C6)alkylene, (C2-C6)alkenylene, and (C2-C6)alkynylene, and optionally interrupted with an aromatic or aliphatic ring;
- Y is a fluorescent dye selected from the group consisting of boron-dipyrromethene (BODIPY) and coumarin, attached via a carbon atom thereof and optionally substituted with at least one substituent each independently selected from the group consisting of (C1-C6)alkyl, —O—(C1-C6)alkyl, Cl, Br, I, —CN, and —N(R′)2 wherein R′ each independently is H, (C1-C6)alkyl, (C2-C6)alkenyl, or (C2-C6)alkynyl, or the two R′ s together with the N atom to which they are attached form 5- or 6-membered heterocyclic ring optionally containing further 1 or 2 heteroatoms selected from N, O and S, provided that when Y is substituted with two (C1-C6)alkyl groups at two adjacent carbon atoms thereof, said (C1-C6)alkyl groups together with the carbon atoms to which they are attached may form a 5- or 6-membered carbocyclic ring;
- R1 , R2, R3, R4, and R5 each independently is selected from the group consisting of H, halogen, —CN, and a heteroaryl containing N atom and optionally at least one further heteroatom selected from N, O and S;
- R6 is H or —CH2—;
- R7 is —CH2— or —O—CH2—CH2—O—;
- and
- R8 is absent, arylene-diyl, or (C1-C6)alkylene,
- provided that when R6 is H, R7 is —CH2—;
- and when R6 is —CH2—, R7 is —O—CH2—CH2—O—, and R6 together with one of the carbon atoms of R7 form a 5- or 6-membered heterocyclic ring.
8 more elements
Dependencies are inferred from the claim text.