Source: http://www.google.com/patents/US5595726?dq=6,073,142
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Patent US5595726 - Porphyrin type chromophore conjugated to oligonucleotide, fluorescence ... - Google PatentsSearch Images Maps Play YouTube News Gmail Drive More »Sign inAdvanced Patent SearchPatentsThe present invention is directed to chromophoric probes for use in detecting nucleic acid sequences. More particularly, the invention is directed to probes that comprise a texaphyrin chromophore molecule covalently coupled or conjugated to a site-directing molecule, the site-directing molecule having...http://www.google.com/patents/US5595726?utm_source=gb-gplus-sharePatent US5595726 - Porphyrin type chromophore conjugated to oligonucleotide, fluorescence, detection of tumors, screening for hivAdvanced Patent SearchPublication numberUS5595726 APublication typeGrantApplication numberUS 08/486,311Publication dateJan 21, 1997Filing dateJun 7, 1995Priority dateJan 21, 1992Fee statusLapsedPublication number08486311, 486311, US 5595726 A, US 5595726A, US-A-5595726, US5595726 A, US5595726AInventorsDarren Magda, Jonathan L. Sessler, Brent IversonOriginal AssigneePharmacyclics, Inc., Board Of Trustees, Univ. Of Tx Sys.Export CitationBiBTeX, EndNote, RefManPatent Citations (43), Non-Patent Citations (245), Referenced by (42), Classifications (66), Legal Events (8) External Links: USPTO, USPTO Assignment, EspacenetPorphyrin type chromophore conjugated to oligonucleotide, fluorescence, detection of tumors, screening for hivUS 5595726 AAbstract The present invention is directed to chromophoric probes for use in detecting nucleic acid sequences. More particularly, the invention is directed to probes that comprise a texaphyrin chromophore molecule covalently coupled or conjugated to a site-directing molecule, the site-directing molecule having affinity for a biological receptor or a nucleic acid sequence. In one embodiment of the invention, the probe comprises a texaphyrin chromophore conjugated to an oligonucleotide having complementary binding affinity for a target nucleic acid sequence.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Fluorescent molecules contain chromophores that can be photochemically promoted to an excited state, or higher energy level, by irradiating them with light. Excitation wavelengths are generally in the UV, blue, or green regions of the spectrum. Chromophores can remain in the excited state for about 10-9 seconds before releasing their energy and returning to the ground state. Those chromophores that dissipate their energy as emitted light are fluorescent. The wavelength distribution of the outgoing photons forms the emission spectrum, which peaks at longer wavelengths (lower energies) than the excitation spectrum, but is equally characteristic for a particular fluorophore.
EXAMPLE 1 Fluorescence Detection of Texaphyrins Using stepwise DNA synthesis, methods of which are disclosed in U.S. Ser. No. 08/310,501, the disclosure of which is incorporated herein by reference, a DNA probe may be prepared which bears a texaphyrin chromophore on either the 5'- or the 3'-end and an amine on the other end. The sequence is designed as a partial inverted repeat sequence such that the DNA probe forms a relatively weak intramolecular complex called a hairpin, which brings the texaphyrin and amine groups into close proximity (12A of FIG. 1). As a consequence of this proximity, the excited electronic state produced by irradiation of the texaphyrin chromophore is rapidly quenched by an electron from the amine group, and is not able to fluoresce or phosphoresce. When a second nucleic acid is present, however, which is complementary in sequence to the probe, a duplex forms that is stronger in its absolutely binding affinity than the intrastrand hairpin which, in effect, separates the texaphyrin chromophore from the amine (12B of FIG. 1). The excited electronic state produced by irradiation of the texaphyrin chromophore is no longer quenched by the amine group and is able to fluoresce. The probe as described thus acts as a "molecular switch", such that an observable signal is returned upon irradiation only in the presence of the complementary nucleic acid. In some applications, mismatches would be allowed in the inverted repeat since it is known that nucleic acids having mismatches will hybridize to each other, albeit less strongly than a perfect match.
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A61K49/06, B01J31/18, C07D487/22, A61K51/04, C07H21/00, A61K49/08, A61K41/00, B01J31/06, B01J31/16, C12N15/113Cooperative ClassificationA61L2/0011, B01J2531/025, Y10S436/905, C12N2310/321, A61K49/085, C12N2310/3511, B01J31/061, A61K49/0054, A61K51/0485, C12N15/113, A61K47/48069, C12N2310/15, B01J31/1815, A61K49/06, A61K41/0076, A61K49/0052, C07H21/00, A61K49/0021, Y10S436/80, B01J31/1658, A61K41/0038, C07D487/22, A61K47/48023, B01J2531/38, A61K49/10European ClassificationA61K49/10, A61K41/00W10, C07H21/00, B01J31/18B2B, A61K49/08Z, A61K41/00P, B01J31/16D2, A61K47/48H4H4, A61K47/48H4, A61L2/00P2, A61K49/06, A61K51/04L16, A61K49/00P4F8H, A61K49/00P4F8K, A61K49/00P4F4C, C12N15/113, C07D487/22Legal EventsDateCodeEventDescriptionMar 10, 2009FPExpired due to failure to pay maintenance feeEffective date: 20090121Jan 21, 2009LAPSLapse for failure to pay maintenance feesJul 28, 2008REMIMaintenance fee reminder mailedJul 21, 2004FPAYFee paymentYear of fee payment: 8Jul 20, 2000FPAYFee paymentYear of fee payment: 4Sep 1, 1998CCCertificate of correctionSep 16, 1996ASAssignmentOwner name: BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM,Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:IVERSON, BRENT;REEL/FRAME:008169/0384Effective date: 19960906Sep 15, 1995ASAssignmentOwner name: BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM,Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:SESSLER, JONATHAN L.;REEL/FRAME:007670/0047Effective date: 19950814Owner name: PHARMACYCLICS, INC., CALIFORNIAFree format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:MAGDA, DARREN;REEL/FRAME:007670/0045Effective date: 19950808RotateOriginal ImageGoogle Home - Sitemap - USPTO Bulk Downloads - Privacy Policy - Terms of Service - About Google Patents - Send FeedbackData provided by IFI CLAIMS Patent Services©2012 Google