The Greenberg Group > 1992-1999

1992-1999

  1. Independent Generation of the Major Adduct of Hydroxyl Radical and Thymidine. Examination of Intramolecular Hydrogen Atom Transfer in Competition With Thiol Trapping. Barvian, M. R.; Greenberg, M. M. Tetrahedron Lett. 1992, 33, 6057.
  2. Photochemical Cleavage of Oligonucleotides From Solid Phase Supports. Greenberg, M. M. Tetrahedron Lett. 1993, 34, 251.
  3. Diastereoselective Synthesis of Hydroxylated Products of Thymidine Resulting from Oxidative Stress. Barvian, M. R.; Greenberg, M. M. J. Org. Chem. 1993, 58, 6151.
  4. Cleavage of Oligonucleotides from Solid Phase Supports Using o-Nitrobenzyl Photochemistry. Greenberg, M. M.; Gilmore, J. L. J. Org. Chem. 1994, 59, 746.
  5. Site Specific Incorporation of the Alkaline Labile, Oxidative Stress Product (5R)-5,6-Dihydro-5-hydroxythymidine in an Oligonucleotide. Matray, T. J.; Greenberg, M. M. J. Am. Chem. Soc. 1994, 116, 6931.
  6. Kinetic Analysis of the Rearrangement of a Conformationally Constrained -Cyclopropyl Benzyl Radical. Venkatesan, H.; Greenberg, M. M. J. Org. Chem. 1994, 59, 3514.
  7. A General Method for the Synthesis of C2′-Deuteriated Ribonucleosides. Cook, G. P.; Greenberg, M. M. J. Org. Chem. 1994, 59, 4704.
  8. Photochemical Release of Protected Oligonucleotides Containing 3′-Glycolate Termini. Greenberg, M. M. Tetrahedron 1995, 51, 29.
  9. Benzylic Stabilization as a Mechanistic Tool for Studying Radical Rearrangements. Venkatesan, H.; Greenberg, M. M. J. Org. Chem. 1995, 60, 1053.
  10. Reactivity of the Major Adduct of Thymidine and Hydroxyl Radical Generated Via Photoinduced Single Electron Transfer, and the Role of 1,4-Cyclohexadiene in the Photodeoxygenation Process. Barvian, M. R.; Barkley, R. M.; Greenberg, M. M. J. Am. Chem. Soc. 1995, 117, 4894.
  11. Independent Generation of 5,6-Dihydrothymid-5-yl, and Investigation of Its Ability to Effect Nucleic Acid Strand Scission Via Hydrogen Atom Abstraction. Barvian, M. R.; Greenberg, M. M. J. Org. Chem. 1995, 60, 1916.
  12. Synthesis of Oligonucleotides Containing 3′-Alkyl Carboxylic Acids Using Universal, Photolabile Solid Phase Supports. Yoo, D. J.; Greenberg, M. M. J. Org. Chem. 1995, 60, 3358.
  13. Independent Generation and Reactivity of 5,6-Dihydrothymid-5-yl in Single Stranded Polythymidylate. O2 is Necessary for Strand Scission. Barvian, M. R.; Greenberg, M. M. J. Am. Chem. Soc. 1995, 117, 8291.
  14. The Effects of the Ring Fragmentation Product of Thymidine C5-Hydrate on Phosphodiesterases and Klenow (Exo-) Fragment. Matray, T. J.; Haxton, K. J.; Greenberg, M. M. Nucleic Acids Research 1995, 23, 4642.
  15. Independent Generation and Reactivity of Deoxyurid-1′-yl. Goodman, B. K.; Greenberg, M. M. J. Org. Chem. 1996, 61, 2.
  16. Improved Efficiency and Utility of Photolabile Solid Phase Oligonucleotide Synthesis Supports. Venkatesan, H.; Greenberg, M. M. J. Org. Chem. 1996, 61, 525.
  17. Synthesis of Oligonucleotides Containing 3′-Alkyl Amines Using Universal, Photolabile Solid Phase Supports. McMinn, D. L.; Greenberg, M. M. Tetrahedron 1996, 52, 3827.
  18. A Novel Mechanism for the Formation of Direct Strand Breaks Upon Anaerobic Photolysis of Duplex DNA Containing 5-Bromodeoxyuridine. Cook, G. P.; Greenberg, M. M. J. Am. Chem. Soc. 1996, 118, 10025.
  19. DNA Damage Induced Via 5,6-Dihydrothymid-5-yl in Single Stranded Oligonucleotides. Greenberg, M. M.; Barvian, M. R.; Cook, G. P.; Goodman, B. K.; Matray, T. J.; Tronche, C.; Venkatesan, H. J. Am. Chem. Soc. 1997, 119, 1828.
  20. Synthesis of Oligonucleotides Containing 3′-Alkyl Carboxylic Acids Using a Palladium Labile Solid Phase Synthesis Support. Matray, T. J.; Yoo, D. J.; McMinn, D. L.; Greenberg, M. M. Bioconjugate Chemistry 1997, 8, 99.
  21. C1’ Acylated Derivatives of 2′-Deoxyuridine. Photolabile Precursors of 2’-Deoxyuridin-1’-yl. Greenberg, M. M.; Yoo, D. J.; Goodman, B. K. Nucleosides & Nucleotides 1997, 16, 33.
  22. Synthesis of Oligonucleotides Containing 3′-Alkyl Amines Using N-Isobutyryl Protected Deoxyadenosine Phosphoramidite. McMinn, D. L.; Greenberg, M. M. Tetrahedron Lett. 1997, 38, 3123.
  23. Inhibition of Klenow Fragment (exo-) Catalyzed DNA Polymerization By (5R)-5,6-Dihydro-5-hydroxythymidine and Structural Analogue 5,6-Dihydro-5-methylthymidine. Greenberg, M. M.; Matray, T. J. Biochemistry 1997, 36, 14071.
  24. Efficient Solution Phase Synthesis of Oligonucleotide Conjugates Using Protected Biopolymers Containing 3’-Terminal Alkyl Amines. McMinn, D. L.; Matray, T. J.; Greenberg, M. M. J. Org. Chem. 1997, 62, 7074.
  25. Stereoselective Synthesis of 3′-Deuterated Pyrimidine Nucleosides Via Stereoselective Reduction of a Protected 3-Oxoribose. Chen, T.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 1103.
  26. The Ring Fragmentation Product of Thymidine C5-Hydrate When Present in DNA is Repaired by the Escherichia Coli Fpg and Nth Proteins. Jurado, J.; Saparbaev, M.; Matray, T. J.; Greenberg, M. M.; Laval, J. Biochemistry 1998, 37, 7757.
  27. Post-Synthetic Conjugation of Protected Oligonucleotides Containing 3′-Alkylamines. McMinn, D. L.; Greenberg, M. M. J. Am. Chem. Soc. 1998, 120, 3289.
  28. Model Studies Indicate That Copper-Phenanthroline Induces Direct Strand Breaks Via -Elimination of the 2′-Deoxyribonolactone Intermediate Observed in Enediyne Mediated DNA Damage. Chen, T.; Greenberg, M. M. J. Am. Chem. Soc. 1998, 120, 3815.
  29. Release of Superoxide From Nucleoside Peroxyl Radicals, A Double Edged Sword? Tronche, C.; Tallman, K. A.; Yoo, D. J.; Greenberg, M. M. J. Am. Chem. Soc. 1998, 120, 4903.
  30. Optimization and Mechanistic Analysis of Oligonucleotide Cleavage From Palladium Labile Solid Phase Synthesis Supports. Greenberg, M. M.; Matray, T. J.; Kahl, J. D.; Yoo, D. J.; McMinn, D. L. J. Org. Chem. 1998, 63, 4062.
  31. An Orthogonal Solid Phase Support for the Synthesis of Oligonucleotides Containing 3′-Phosphates and Its Application in the Preparation of Photolabile Hybridization Probes. McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155.
  32. A High Yielding Method For On-Column Derivatization of Protected Oligodeoxynucleotides and its Application to the Convergent Synthesis of 5′,3′-Bis-conjugates. Kahl, J. D.; McMinn, D. L.; Greenberg, M. M. J. Org. Chem. 1998, 63, 4870.
  33. DNA Damage Induced Via Independent Generation of the Radical Resulting From Formal Hydrogen Atom Abstraction From the C1′-Position of a Nucleotide. Tronche, C.; Goodman, B. K.; Greenberg, M. M. Chemistry & Biology 1998, 5, 263.
  34. Direct Evidence For Bimodal DNA Damage Induced By Tirapazamine. Daniels, J. S.; Gates, K. S.; Tronche, C.; Greenberg, M. M. Chem. Res. Toxicol. 1998, 11, 1254.
  35. Solution Phase Bioconjugate Synthesis Using Protected Oligonucleotides Containing 3′-Alkyl Carboxylic Acids. Kahl, J. D.; Greenberg, M. M. J. Org. Chem. 1999, 64, 507.
  36. Convergent Solution-Phase Synthesis of a Nucleopeptide Using a Protected Oligonucleotide. McMinn, D. L.; Greenberg, M. M. Bioorganic & Med. Chem. Lett. 1999, 9, 547.
  37. Introducing Structural Diversity in Oligonucleotides Via Photolabile, Convertible C5-Substituted Nucleotides. Kahl, J. D.; Greenberg, M. M. J. Am. Chem. Soc. 1999, 121, 597.
  38. The Effects of Secondary Structure and O2 on the Formation of Direct Strand Breaks Upon UV-Irradiation of 5-Bromodeoxyuridine-Containing Oligonucleotides. Cook, G. P.; Chen, T.; Koppisch, A. T.; Greenberg, M. M. Chemistry & Biology 1999, 6, 451.
  39. Kinetics and Stereoselectivity of Thiol Trapping of Deoxyuridin-1′-yl in Biopolymers and Their Relationship to the Formation of Premutagenic -Deoxynucleotides. Hwang, J. -T.; Greenberg, M. M. J. Am. Chem. Soc. 1999, 121, 4311.
  40. The Effects of 5R-5,6-Dihydro-5-hydroxythymidine on Duplex DNA Stability and Structure. Sambandam, A.; Greenberg, M. M. Nucleic Acids Research 1999, 27, 3597.
  41. Photosensitization of Guanine-Specific DNA Damage by a Cyano-Substituted Quinoxaline Di-N-Oxide. Fuchs, T.; Gates, K. S.; Hwang, J. -T.; Greenberg, M. M. Chem. Res. Toxicol. 1999, 12, 1190.
  42. The Reactivity of the 2-Deoxyribonolactone Lesion in Single Stranded DNA and its Implication in Reaction Mechanisms of DNA Damage and Repair. Hwang, J. -T.; Tallman, K. T.; Greenberg, M. M. Nucleic Acids Research 1999, 19, 3805.
  43. Reaction of the Hypoxia-Selective Antitumor Agent Tirapazamine with a C1′-Radical in Single-Stranded and Double-Stranded DNA: The Drug and Its Metabolites Can Serve as Surrogates for Molecular Oxygen in Radical-Mediated DNA-Damage Reactions. Hwang, J. -T.; Greenberg, M. M.; Fuchs, T.; Gates, K. S. Biochemistry 1999, 38, 14248.
  44. Synthesis of Modified Oligodeoxyribonucleotides on a Solid-Phase Support Via Derivatization of a Selectively Revealed 2′-Amino-2′-deoxyuridine. Hwang, J. -T.; Greenberg, M. M. Organic Letters 1999, 1, 2021.