Patents Assigned to Elitech Holdings, B.V.
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Patent number: 9085800Abstract: 3-alkynyl inosine analogs and their uses as universal bases are provided. The inosine analogues can be incorporated into nucleic acid primers and probes. They do not significantly destabilize nucleic acid duplexes. As a result, the novel nucleic acid primers and probes incorporating the inosine analogues can be used in a variety of methods. The analogs function unexpectedly well as universal bases. Not only do they stabilize duplexes substantially more than hypoxanthine opposite A, C, T, and G but they are also recognized in primers by polymerases, allowing efficient amplification.Type: GrantFiled: March 23, 2012Date of Patent: July 21, 2015Assignee: Elitech Holding B.V.Inventors: Alexei Vorobiev, Eugeny A. Lukhtanov, Noah Scarr
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Patent number: 9056887Abstract: Minor groove binder phosphoramidites having the formula M-L-PA, wherein M is a minor groove binder comprising a protected heteroaromatic amine, L is a linker, and PA is a phosphoramidite group, have been synthesized. Preferred methods of synthesis include synthesizing a minor groove binder intermediate containing a transiently protected hydroxyl group, protecting heteroaromatic amines of the corresponding minor groove binder intermediate as carbamate intermediates, reacting the carbamate intermediate to remove the transient protecting group to yield carbamate-protected minor groove binder agent as an intermediate with a free hydroxyl group, and converting the intermediate with a free hydroxyl group to the desired minor groove binder phosphoramidite. These minor groove binder phosphoramidites are useful in the preparation of oligonucleotide conjugates, particularly those for use as probes and primers.Type: GrantFiled: July 24, 2012Date of Patent: June 16, 2015Assignee: Elitech Holding B.V.Inventors: Alexei Vorobiev, Eugeny A. Lukhtanov
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Patent number: 8980855Abstract: Compositions and methods for inhibiting the actions of non-coding RNAs such as miRNAs and piRNAs are provided. The compositions comprise single or double stranded oligonucleotides conjugated with Minor Groove Binders (“MGBs”). The oligonucleotides can vary in length, can contain nucleotides having one or more modifications, and have regions that are substantially complementary to one or more mature miRNAs or piRNAs.Type: GrantFiled: June 7, 2012Date of Patent: March 17, 2015Assignees: Elitech Holding B.V., GE Healthcare Dharmacon, Inc.Inventors: Anastasia Khvorova, Annaleen Vermeulen, Rob Kaiser, Jon Karpilow, Nicolaas M. J. Vermeulen, Walt Mahoney
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Patent number: 8969003Abstract: 3-alkynyl inosine analogs and their uses as universal bases are provided. The inosine analogs can be incorporated into nucleic acid primers and probes. They do not significantly destabilize nucleic acid duplexes. As a result, the novel nucleic acid primers and probes incorporating the inosine analogs can be used in a variety of methods. The analogs function unexpectedly well as universal bases. Not only do they stabilize duplexes substantially more than hypoxanthine opposite A, C, T, and G but they are also recognized in primers by polymerases, allowing efficient amplification.Type: GrantFiled: March 14, 2013Date of Patent: March 3, 2015Assignee: Elitech Holding B.V.Inventors: Alexei Vorobiev, Eugeny A. Lukhtanov, Noah Scarr
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Publication number: 20140335515Abstract: Methods for the detection of ddPCR assay-generated amplicons by short minor groove binder-fluororophore-oligonucleotide-quencher (MGB-Fl-oligo-Q) probes. The short MGB-Fl-oligo-Q probes not only reduce background, but also show improved mismatch discrimination when compared to the same length non-MGB probes for detecting the ddPCR generated targets at room temperature.Type: ApplicationFiled: May 2, 2014Publication date: November 13, 2014Applicant: Elitech Holding B.V.Inventor: Yevgeniy Belousov
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Publication number: 20140275508Abstract: Artificial nucleosides including 2-methyl-nucleobase-substituted butane-1,3-diol nucleosides are disclosed. Four different stereoisomers of such nucleosides are possible. Oligonucleotides made up of the artificial nucleosides form homoduplexes of greater stability than DNA duplexes and have a reduced ability to hybridize to DNA or RNA.Type: ApplicationFiled: March 13, 2014Publication date: September 18, 2014Applicant: Elitech Holding B.V.Inventors: Noah Scarr, Eugeny A. Lukhtanov
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Publication number: 20140255928Abstract: Methods, primers and probes are provided for the isothermal amplification and detection, without denaturation, of double stranded nucleic acid targets for polymerase strand displacement amplification (“iSDA”). The methods and compositions disclosed are highly specific for nucleic acid targets with high sensitivity, specificity and speed that allow detection of clinical relevant target levels. The methods and compositions can easily be used to amplify or detect nucleic acid targets in biological samples.Type: ApplicationFiled: March 10, 2014Publication date: September 11, 2014Applicant: Elitech Holding B.V.Inventors: Yevgeniy S. Belousov, Boris Alabeyev, Noah Scarr
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Patent number: 8569516Abstract: Compounds useful in labeling biological materials are provided along with methods for their use.Type: GrantFiled: February 17, 2006Date of Patent: October 29, 2013Assignee: Elitech Holding B.V.Inventors: Eugeny A. Lukhtanov, Alexei V. Vorobiev, Michael W. Reed, Nicolaas M. J. Vermeulen
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Patent number: 8465921Abstract: Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI3), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides.Type: GrantFiled: August 31, 2010Date of Patent: June 18, 2013Assignee: Elitech Holding B.V.Inventors: Joel Hedgpeth, Irina A. Afonina, Igor V. Kutyavin, Eugeny A. Lukhtanov, Evgeniy S. Belousov, Rich B. Meyer, Jr.
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Patent number: 8389745Abstract: Reagents are provided for the introduction of phosphonate groups into fluorescent dyes. Methods are also provided for preparing dye conjugates.Type: GrantFiled: August 29, 2011Date of Patent: March 5, 2013Assignee: Elitech Holding B.V.Inventors: Eugeny Lukhtanov, Alexei Vorobiev
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Publication number: 20120245219Abstract: Compositions and methods for inhibiting the actions of non-coding RNAs such as miRNAs and piRNAs are provided. The compositions comprise single or double stranded oligonucleotides conjugated with Minor Groove Binders (“MGBs”). The oligonucleotides can vary in length, can contain nucleotides having one or more modifications, and have regions that are substantially complementary to one or more mature miRNAs or piRNAs.Type: ApplicationFiled: June 7, 2012Publication date: September 27, 2012Applicants: DHARMACON, INC., ELITECH HOLDING B.V.Inventors: Anastasia Khvorova, Annaleen Vermeulen, Rob Kaiser, Jon Karpilow, Nicolaas M.J. Vermeulen, Walt Mahoney
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Patent number: 8163910Abstract: The present invention provides amide-substituted xanthene fluorescent dyes and reagent for the introduction of phosphonate or sulfo groups into the fluorescent dyes.Type: GrantFiled: October 2, 2008Date of Patent: April 24, 2012Assignee: Elitech Holding B.V.Inventor: Eugene Lukhtanov
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Publication number: 20120015358Abstract: The invention provides methods to identify pRNA- and pDNA oligomer affinity pairs. Affinity pairs comprised of nucleic acid oligomers which demonstrate no cross-reactivity (“orthogonal”) are designed using software and empirically verified by thermodynamic study and lateral flow testing. The design software uses a semi-random algorithm to build such sequences of nucleic acid oligomers based on user-input parameters for affinity strength and orthogonal stringency. These pairs can be applied for use in multi-analyte solid support and lateral flow diagnostic tests.Type: ApplicationFiled: July 18, 2011Publication date: January 19, 2012Applicant: Elitech Holding B.V.Inventors: Noah Scarr, Eugeny A. Lukhtanov
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Patent number: 8008522Abstract: Reagents are provided for the introduction of phosphonate groups into fluorescent dyes. Methods are also provided for preparing dye conjugates.Type: GrantFiled: January 6, 2010Date of Patent: August 30, 2011Assignee: Elitech Holding B.V.Inventors: Eugeny Lukhtanov, Alexei Vorobiev
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Patent number: 7897736Abstract: Oligonucleotide probes containing two labels are provided and are useful in hybridization assays. The probes can also contain a minor groove binding group.Type: GrantFiled: January 6, 2010Date of Patent: March 1, 2011Assignee: Elitech Holding B.V.Inventors: Michael W. Reed, Eugeny Alexander Lukhtanov, Alexander A. Gall, Robert O. Dempcy, Nicolaas M. J. Vermeulen
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Patent number: 7851606Abstract: The present invention provides a negatively charged minor groove binding compound, oligonucleotide conjugates comprising the same, and methods for using the same. The negatively charged minor groove binding compounds of the present invention comprises an acidic moiety that is capable of being ionized under physiological conditions. In particular, the negatively charged minor groove binding compound of the present invention comprises a binding moiety that binds preferentially into a minor groove of a double, triple or higher stranded DNA, RNA, PNA or hybrids thereof. The binding moiety comprises at least one aryl moiety and an acidic moiety which is covalently attached to a phenyl portion of the aryl moiety or to a heteroatom of a heteroaryl portion of the aryl moiety.Type: GrantFiled: August 14, 2009Date of Patent: December 14, 2010Assignee: Elitech Holding B.V.Inventors: Eugeny A. Lukhtanov, Nicolaas M. J. Vermeulen, Alexander A. Gall
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Patent number: 7794945Abstract: Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI3), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides.Type: GrantFiled: July 14, 2008Date of Patent: September 14, 2010Assignee: Elitech Holding B.V.Inventors: Joel Hedgpeth, Irina A. Afonina, Igor V. Kutyavin, Eugeny A. Lukhtanov, Evgeniy S. Belousov, Rich B. Meyer, Jr.
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Patent number: 7790385Abstract: The present invention provides a novel method for detection and/or genotyping of nucleic acids that utilizes the specificity of an AP endonuclease. In addition, the present invention provides a novel method for nucleic acid amplification.Type: GrantFiled: June 28, 2007Date of Patent: September 7, 2010Assignee: Elitech Holding B.V.Inventors: Igor V. Kutyavin, David Milesi, Merl F. Hoekstra
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Patent number: 7767834Abstract: Reagents are provided for the introduction of phosphonate groups into fluorescent dyes. Methods are also provided for preparing dye conjugates.Type: GrantFiled: February 21, 2006Date of Patent: August 3, 2010Assignee: Elitech Holding B.V.Inventors: Eugeny Lukhtanov, Alexei Vorobiev
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Patent number: 7759126Abstract: Minor groove binder-oligonucleotide probes are provided along with methods for their use wherein the probes have an attached fluorophore which, in an unhybridized form exhibits very low background signal.Type: GrantFiled: March 12, 2008Date of Patent: July 20, 2010Assignee: Elitech Holding B.V.Inventors: Sergey Lokhov, Eugene Lukhtanov