IP Library Granted Patent US 9,453,837
Granted Patent B2
US 9,453,837 · App. 14/006,387 · Granted Sep 27, 2016

Grafted dinuclear metal complexes, and use thereof as cellular microparticle sensors

Inventors: Catherine Belle (Beaulieu, FR); Gisele Gellon (Saint-Martin d'Heres, FR); Laurent Plawinski (Epinay sur Odon, FR); Loic Doeuvre (Luc sur Mer, FR); Eduardo Angles Cano (Paris, FR)
Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE CAEN BASSE-NORMANDIE; UNIVERSITE JOSEPH FOURIER
G01N33/54353C07D213/38C07D401/14
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Quick Facts
Patent No.
US 9,453,837
App. No.
14/006,387
Granted
Sep 27, 2016
Kind
B2
Abstract

Novel grafted dinuclear metal complexes having formula (I) or of formula (II) wherein M represents a metal ion, and also the use thereof as sensors in a method for detecting and/or characterising cellular microparticles.

Claims (25)

1. A compound having formula (I) or formula (II):

wherein

M +i is a metal ion, and i is 1, 2 or 3;

L is an exchangeable ligand;

X is a —(CH 2 ) m —NH-A group, or a —CH 2 —NHC(O)—R—NH-A group wherein R is a C 2 -C 10 alkyl group, preferably a C 6 -C 10 alkyl group, either substituted or unsubstituted, linear or branched, and A is H or a fluorophore group;

m=1 to 12;

n=1, 2 or 3; and

Y is —(CH 2 ) p —NH 2 wherein p=0 to 12.

2. A compound having formula (I) or formula (II) according to claim 1 , characterised in that M is selected from Zn, Cu, Mn, Co, Ni and Fe.

3. A compound according to claim 1 having formula (I) or (II) wherein:

M is Zn or Cu;

X is —(CH 2 ) m —NH-A, where m=1, A is H, n=1 and p=0; or

X is —(CH 2 ) m —NH-A, where m=1, A is H, n=2 and p=0; or

X is —CH 2 —NHC(O)—R—NH-A, A is H, n=1 and p=0.

4. A compound having formula (I) or formula (II) according to claim 1 , wherein X is —(CH 2 ) m —NH-A, —CH 2 —NHC(O)—R—NH-A wherein R is a C 2 -C 10 alkyl group, preferably a C 6 -C 10 alkyl group, either substituted or unsubstituted, linear or branched, and A is a fluorophore group.

5. A compound having formula (III)

wherein

Z is NH 2 or a —(CH 2 ) m —NH-A group, or a —CH 2 —NHC(O)—R—NH-A group wherein R is a C 2 -C 10 alkyl group, preferably a C 6 -C 10 alkyl group, either substituted or unsubstituted, linear or branched, and A is H or a fluorophore group, provided that when m=2, A is not H;

m=1 to 12;

n=1, 2 or 3; and

Y is (CH 2 ) p —NH 2 wherein p=0 to 12.

6. A compound having formula (III) according to claim 5 , wherein

z is —(CH 2 ) m —NH-A, where m=1, A is H, n=1 and p=0; or

z is —(CH 2 ) m —NH-A, where m=1, A is H, n=2 and p=0; or

z is —CH 2 —NHC(O)—R—NH-A, A is H, n=1and p=0.

Assignments (2)
MERGER Recorded Nov 8, 2016
From: UNIVERSITE JOSEPH FOURIER
To: UNIVERSITE GRENOBLE ALPES
Reel/Frame 040247/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2013
From: BELLE, CATHERINE; GELLON, GISELE; PLAWINSKI, LAURENT; DOEUVRE, LOIC; ANGLES CANO, EDUARDO
To: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE CAEN BASSE-NORMANDIE; UNIVERSITE JOSEPH FOURIER
Reel/Frame 031324/0369 →
Priority Claims (1)
FR 11 00873 · Mar 23, 2011 · national
Continuity (1)
Related Publication 20140011219A1 · Jan 9, 2014