Title (en)

CYANINE DERIVATIVES, FLUORESCENT CONJUGATES CONTAINING SAME AND USE THEREOF

Title (de)

CYANINDERIVATE, FLUORESZIERENDE KONJUGATE DARAUS UND VERWENDUNG DAVON

Title (fr)

DÉRIVÉS DE CYANINE, CONJUGUÉS FLUORESCENTS LES CONTENANT ET LEUR UTILISATION

Publication

EP 2132214 A1 20091216 (FR)

Application

EP 08775696 A 20080307

Priority

• FR 2008050393 W 20080307
• FR 0753738 A 20070309

Abstract (en)

[origin: WO2008125788A1] The invention relates to a cyanine derivatives of the formula in which: the dotted lines are atoms necessary for the formation of one or two fused aromatic cycles, each cycle including 5 or 6 carbon atoms; R<SUB>1</SUB>, R<SUB>2</SUB>, R<SUB>3</SUB>, R<SUB>4</SUB> are independently H; substituted or non substituted C<SUB>1</SUB>-C<SUB>15</SUB> alkyl; C<SUB>1</SUB>-C<SUB>6</SUB> alkoxy; C<SUB>2</SUB>-C<SUB>12</SUB> dialkylamino; C<SUB>1</SUB>-C<SUB>6</SUB> alkoxycarbonyl; C<SUB>2</SUB>-C<SUB>12</SUB> dialkylamido; a substituted or non substituted aryl, arylalkyl or aryloxy group; a halogen atom; nitro; a L1 -W, L2-M, L2-A or L2-G group; R<SUB>5</SUB>, R<SUB>6</SUB> are independently: substituted or non substituted C<SUB>1</SUB>-C<SUB>15</SUB> alkyl; a substituted or non substituted aryl or arylalkyl group; a L1 -W, L2-M, L2- A or L2-G group; X is selected from O, S, CR<SUB>7</SUB>R<SUB>8</SUB>; Y is selected from O, S, CR<SUB>9</SUB>R<SUB>10</SUB>; R7, R8, R9, R10 are independently: substituted or non substituted C<SUB>1</SUB>-C<SUB>15</SUB> alkyl; substituted or non substituted aryl, arylalkyl or aryloxy; a L1 -W, L2-M, L2-A or L2-G group; R<SUB>7</SUB> and R<SUB>8</SUB> and/or R<SUB>9</SUB> and R<SUB>10</SUB> may also form together a cycle with 5 or 6 atoms or a heterocycle including 4 to 5 carbon atoms and a hydrogen atom; B is a polymethine bridge including 1 to 5 methine groups, said groups being in particular and individually substituted or non substituted by a substituted or non substituted C<SUB>1</SUB>-C<SUB>15</SUB> alkyl; nitro; a L1 -W, L2-M, L2-A or L2-G group, L1, L2 being binding arms; G is a reactional group; A is a coupling agent; M is a conjugated molecule; W is a phosphate or phosphonate ester (preferably diester) provided the cyanine derivative includes at least one L1 -W group and at least one L2-A, L2-G or L2-M group. The invention can be used or fluorescent compounds for marking biomolecules in cells.

IPC 8 full level

C07F 9/40 (2006.01); G01N 33/533 (2006.01)

CPC (source: EP US)

C07F 9/65583 (2013.01 - EP US); G01N 33/582 (2013.01 - EP US)

Citation (search report)

See references of WO 2008125788A1

Citation (examination)

• WO 0136973 A2 20010525 - WOLFBEIS OTTO [DE], et al
• MICHAELA GRUBER ET AL: "A New Fluorescence Resonance Energy Transfer Pair and Its Application to Oligonucleotide Labeling and Fluorescence Resonance Energy Transfer Hybridization Studies", JOURNAL OF FLUORESCENCE, KLUWER ACADEMIC PUBLISHERS-PLENUM PUBLISHERS, NE, vol. 15, no. 3, 1 May 2005 (2005-05-01), pages 207 - 214, XP019281684, ISSN: 1573-4994
• MAZIERES ET AL: "Synthesis and characterisation of new phosphonate labelled cyanines", DYES AND PIGMENTS, ELSEVIER APPLIED SCIENCE PUBLISHERS. BARKING, GB, vol. 74, no. 2, 2 February 2007 (2007-02-02), pages 404 - 409, XP005871165, ISSN: 0143-7208, DOI: 10.1016/J.DYEPIG.2006.03.003

Designated contracting state (EPC)

AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MT NL NO PL PT RO SE SI SK TR

DOCDB simple family (publication)

FR 2913424 A1 20080912; FR 2913424 B1 20090724; EP 2132214 A1 20091216; JP 2010520950 A 20100617; US 2010143960 A1 20100610; WO 2008125788 A1 20081023

DOCDB simple family (application)

FR 0753738 A 20070309; EP 08775696 A 20080307; FR 2008050393 W 20080307; JP 2009553186 A 20080307; US 53052708 A 20080307