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US 11,596,697 B2Granted
Nanoparticle conjugates
AssigneeChromition Limited
InventorsMark McCairn, Michael Turner, Benjamin Lidster
Life of this patent
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Abstract
Conjugates comprising a drug, cell or biological molecule bound to a photoluminescent polymer nanoparticle, in particular a cross-linked polyfluorene nanoparticle, are described herein, as well as their methods of manufacture and their uses in biological imaging and sensing applications.
Claims15
A conjugate comprising a drug molecule, biological molecule or cell bound to a photoluminescent polymer nanoparticle,
- wherein the drug molecule, biological molecule or cell is bound to the photoluminescent polymer nanoparticle by
- a covalent bond formed by the reaction of functional groups present on the photoluminescent polymer nanoparticle with functional groups present on the drug molecule, biological molecule or cell;
- and wherein the photoluminescent polymer nanoparticle is formed from a π-conjugated cross-linked polymer or a salt thereof, the π-conjugated cross-linked polymer comprising
- a) 80-99.9 mol. % of π-conjugated monomers, and
- b) 0.1-10 mol. % of a cross-linker having the formula III shown below:
- and
- c) one or more functional groups capable of reacting with functional groups on the drug molecule, biological molecule or cell to form a covalent bond linking the nanoparticle to the drug molecule, biological molecule or cell or a first moiety capable of affinity pairing with a second moiety present on the drug molecule, biological molecule or cell;
- wherein the π-conjugated monomers each independently have a structure according to formula IV shown below:
- wherein
- R1 and R2 are each independently hydrogen or a group:
- —X-Q
- wherein
- X is absent or selected from the group consisting of (1-30C)alkylene, —O-(1-30C)alkylene, —S-(1-30C)alkylene, —NH-(1-30C)alkylene, (2-30C)alkenylene, (2-30C)alkynylene, —[(CH2)2—O]n—, —[O—(CH2)2]n—, —[O—CH2MeCH2]n—, —[CH2MeCH2—O]n— and —[O—Si(Rz)2]n, wherein Rz is (1-4C)alkyl and n is 1 to 30, —[(CH2)n′—(CF2)m′]—, wherein n′ is 0-20 and m′ is 1 to 30;
- and
- Q is a terminal group selected from the following substituents, or a salt thereof:
- hydrogen, halogen, methyl, hydroxyl, carboxy, (1-4C)alkoxycarbonyl, amino, —CH═CH2, —C≡CH, —SH, biotin, streptavidin, antibody, —CF3, —OSO3H, —SO3H, —OPO2OH and zwitterions and a polymerisable group selected from silane, siloxane, acrylate, epoxy, styrene;
- or R1 and R2 are aryl or heteroaryl groups optionally substituted with a substituent group;
- or R1 and R2 are linked so that, together with the carbon atom to which they are attached, they form ring system optionally substituted with a substituent group;
- and with the proviso that, in at least one monomer of formula IV, Q is or comprises a group selected from the following substituents, or a salt thereof:
- amino, carboxy, hydroxyl, halogen, vinyl, alkenyl, alkynyl, carbonyl, thiol, biotin, streptavidin, an antibody or a polymerisable group selected from acrylate, epoxy, and styrene.
17 more elements
Dependencies are inferred from the claim text.