Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-04-21
2000-11-07
Higel, Floyd D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
435 75, C07D23102, C07D40302, C12P 1944
Patent
active
061439010
ABSTRACT:
Methods and compositions are provided for forming complexes between dsDNA and oligomers of heterocycles, aliphatic amino acids, particularly omega-amino acids, and a polar end group. By appropriate choice of target sequences and composition of the oligomers, complexes are obtained with low dissociation constants. The formation of complexes can be used for identification of specific dsDNA sequences, for inhibiting gene transcription, and as a therapeutic for inhibiting proliferation of undesired cells or expression of undesired genes.
REFERENCES:
patent: 4795700 (1989-01-01), Dervan et al.
patent: 5539083 (1996-07-01), Cook et al.
patent: 5563250 (1996-10-01), Hylarides et al.
patent: 5578444 (1996-11-01), Edwards et al.
patent: 5693463 (1997-12-01), Edwards et al.
patent: 5726014 (1998-03-01), Edwards et al.
patent: 5738990 (1998-04-01), Edwards et al.
Abu-Daya et al., "DNA sequence preferences of several AT-selective minor groove binding ligands,"Nucleic Acids Research 23:3385-3392 (1995).
Abu-Daya et al., "Interaction of minir groove binding ligands with long AT tracts," Nucleic Acids Research 25:4962-4969 (1997).
Aleman et al., "Toward an Understanding of the Drug-DNA Recognition Mechanism. Hydrogen-Bond Strength in Netropsin-DNA Complexes," J. Phys. Chem. 100:11480-11487 (1996).
Al-Said et al., "A convenient synthesis of cross-linked homodimeric bis-lexitropsins," Synth. Commun. 25(7):1059-1070 (1995).
Al-Said et al., "Synthesis of novel cross-linked bis-lexitropsins," Tetrahedron Lett. 35(41):7577-7580 (1994).
Andronikashvili et al., "Spectral Manifestations of the Action of Zn.sup.2+ Ions on DNA Complexes with Distamycin," Biophysics33:824-829 (1988).
Arcamone et al., "Distamicina A. Nota I. Isolamento e struttura dell'agente antivirale distamicina A," pp. 1097-1109 (In Spanish with English Abstract).
Arcamone et al., "Structure and synthesis of Distamycin A," Nature 203:1064-1065 (1964).
Arcamone et al., "Synthesis, DNA binding and antiviral activity of distamycin analogues containing different heterocyclic moieties," Anti-Cancer Drug Design 1:235-244 (1986).
Bailly et al., "Depsipeptide Analogs of the Antitumor Drug Distamycin Containing Thiazole Amino Acids Residues," Tetrahedron 44:5833-5843 (1988).
Bailly et al., "Design, Synthesis, DNA Binding, and Biological Activity of a Series of DNA Minor-Groove-Binding Intercalating Drugs," Journal of Pharmaceutical Sciences78:910-917 (1989).
Bailly et al., "Subcellular Distribution of a Nitroxide Spin-Labeled Netrospin in Living KB Cells," Biochemical Pharmacology 38:1625-1630 (1989).
Baird and Dervan, "Solid Phase Synthesis of Polyamdies Containing Imidazole and Pyrrole Amino Acids," J. Am. Chem. Soc. 118:6141-6146 (1996).
Baker and Dervan, "70. Sequence Specific Cleavage or Double Helical DNA. N-Bromoacetyldistamycin" (Abstract).
Baker and Dervan, "Sequence-Specific Cleavage of DNA by N-Bromoacetyldistamycin. Product and Kinetic Analyses," J. Am. Chem. Soc. 111:2700-2712 (1989).
Baker and Dervan, "Sequence-Specific Cleavage of Double-Helix DNA. N-Bromoacetyldistamycin," J. Am. Chem. Soc. 107:8266-8268 (1985).
Baliga et al., "RecA.multidot.oligonucleotide filaments bind in the minor groove of double-stranded DNA," Proc. Natl. Acad. Sci. USA 92:10393-10397 (1995).
Beal and Dervan, "Recognition of Double Helical DNA by Alternate Strand Triple Helix Formation," J. Am. Chem. Soc. 114:4976-4982 (1992).
Best and Dervan, "Energetics of Formation of Sixteen Triple Helical Complexes Which Vary at a Single Position within a Pyrimidine Motif," J. Am. Chem Soc. 117:1187-1193 (1995).
Bianchi et al., "Alteration of the Expression of Human Estrogen Receptor Gene by Distamycin," J. Steroid Biochem. Molec. Biol. 54:211-215 (1995).
Borodulin et al., "Interaction of Ligand of the bis-Netropsin Type with Poly(dA).multidot.Poly(dT). Optical, Structural, and Energetic Characteristics of AT-Specific Binding," Institute of Molecular Biology, Academy of Sciences of USSR, pp. 929-934 (1987) translated from Molekulyarnaya Biologiya 20(4):1144-1149 (1986).
Borodulin et al., "New Modes of Ligand Interaction with DNA: A Trimeric bis-Netropsin Complex with Poly(dA-dT)," Molecular Biology 30:661-665 (1996).
Botella and Nieto, "The C-terminal DNA-binding domain of Chironomus BR gene products shows preferentially affinity for (dA.multidot.dT)-rich sequences," Mol Gen Genet 251:422-427 (1996).
Brabec and Balcarova, "459--The Effect of Netropsin on the Electrochemical Oxidation of DNA at a Graphite Electrode," Bioelectrochemistry & Bioenergetics 9:245-252 (1982).
Braun et al., "Stereoselective Aldol Reactions with (R)- and (S)-2-Hydroxy-1,2,2-triphyenylethyl Acetate ("HYTRA")" (Abstract).
Broeker et al., "The Mixed Lineage Leukemia (MLL) Protein Involved in 11q23 Translocations Contains a Domain that Binds Cruciform DNA and Scaffold Attachment Region (SAR) DNA," pp. 259-268.
Broggini et al., "Modulations of transcription factor-DNA interactions by anticancer drugs," Anti-Cancer Drug Design 9:373-387 (1994).
Bruice et al., "Rational design of Substituted tripyrrole peptides that complex with DNA by both selective minor-groove binding and electrostatic interaction with the phosphate backbone," Proc. Natl. Acad. Sci. USA 89:1700-1704 (1992).
Bruzik et al., "Specific Activation of Transcription Initiation by the Sequence-Specific DNA-Binding Agents Distamycin A and Netropsin," Biochemistry 26:950-956 (1987).
Burckhardt et al., "Reversal of the Z- to B-Conformation of Poly(dA-dT).multidot.Poly(dA-dT) induced by Netropsin and Distamycin A," Journal of Biomolecular Structure & Dynamics 13:671-676 (1996).
Burckhardt et al., "Two Binding Modes of Netropsin are Involved in the Complex Formation with Poly(dA-dT).multidot.Poly(dA-dT) and other Alternating DNA Duplex Polymers," Journal of Biomolecular Structure and Dynamics 2:721-736 (1985).
Burckhardt et al. "Variation of DNA sequence specificity of DNA-oligopeptide binding ligands related to netropsin: imidazole-containing lexitropsins," Biochimica et Biophysica Acta 1009:11-18 (1989).
Burridge et al., "Electrostatic potential and binding of drugs to the minor groove of DNA," 5(3):165-166 (Sep. 1987).
Cartwright et al., "Cleavage of chromatin with methidiumpropyl-EDTA.multidot.iron(II)," Proc. Natl. Acad. Sci. USA 80:3213-3217 (1983).
Chai and Alonso, "Distamycin-induced inhibition of formation of a nucleoprotein complex between the terminase small subunit of G1P and the non-encapsidated end (pacL site) of Bacillus subtilis bacteriophage SPP1," Nucleic Acids Research 24:282-288 (1996).
Chaloupka and Kucerova, "Netropsin increases formation of mRNA coding for a neutral metalloproteinase in Bacillus megaterium," J. Basic Microbiol. 28:11-16 (1988).
Chandra et al., "Some Structural Requirements for the Antibiotic Action of Distamycins," FEBS Letters 16:249-252 (1971).
Chang et al., "On the importance of van der Waals interaction in the groove binding of DNA with ligands: restrained molecular dynamics study," International Journal of Biological Macromolecules 19:279-285 (1996).
Chen et al., "Design of Distamicin Analogues to Probe the Physical Origin of the Antiparallel Side by Side Oligopeptide Binding Motif in DNA Minor Groove Recognition," Biochemical and Biophysical Research Communications 220:213-218 (1996).
Chen et al., "Only one of the two DNA-bound orientations of AP-1 found in solution cooperates with NFATp," Current Biology 5:882-889 (1995).
Chen et al., "Optimization of Cross-Linked Lexitropsins," Journal of Biomolecular Structure & Dynamics 14:341-355 (1996).
Chen et al., "Design and Synthesis of sequence-specific DNA minor groove recognizing ligands of the cross-linked lexitropsin class," Heterocycles 41(8):1691-1707 (1995).
Chen et al., "DNA minor groove binding of cross-linked lexitropsins: Experimental conditions required to observe the covalently linked WPPW (Groove wall peptide-peptide-groove wall)motif," Biophys., J. 68(5):2041-2048 (1995).
Chen et al., "A new DNA minor groove binding motif: Cross-linked lexitropsins," J. Am. Chem. Soc. 116(16):6995-7005 (1994).
Chen, "Design, synthesis and evaluation of
Genesoft, Inc.
Higel Floyd D.
LandOfFree
Complex formation between dsDNA and pyrrole imidazole polyamides does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Complex formation between dsDNA and pyrrole imidazole polyamides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Complex formation between dsDNA and pyrrole imidazole polyamides will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1642603