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The Krishnamurthy Lab

Publications

  1. Role of pKa of Nucleobases in the Origins of Chemical Evolution. Krishnamurthy, R. Acc. Chem. Res. 2012, 45, 2035-2044.
  2. A Unified Mechanism for Abiotic Adenine and Purine Synthesis in Formamide. Hudson, J. S.; Eberle, J. F.; Vachhani, R. H.; Rogers, L. C.; Wade, J. H.; Krishnamurthy, R.; Springsteen, G. Angew. Chemie. Int. Ed. 2012, 51, 5134-5137.
  3. Exploratory Experiments on the Chemistry of the "Glyoxylate Scenario": Formation of Ketosugars from Dihydroxyfumarate. Sagi, V.N.; Punna, V.; Hu, F.; Meher, G.; Krishnamurthy, R. J. Am. Chem. Soc. 2012, 134, 3577-3589. PMCID# PMC3284196
  4. Diastereoselective Self-Condensation of Dihydroxyfumaric Acid in Water: Potential Route to Sugars. Sagi, V.N.; Karri, P.; Hu, F., Krishnamurthy, R. Angew. Chem. Int. Ed. 2011, 50, 8127-8130.
  5. An expedient synthesis of L-ribulose and derivatives. Meher, G.; Krishnamurthy, R. Carbohydr. Res. 2011, 346, 703-707.
  6. Mapping the Landscape of Potentially Primordial Informational Oligomers: (3’→2’)-D-Phosphoglyceric Acid Linked Acyclic Oligonucleotides Tagged with 2,4-Disubstituted 5-Aminopyrimidines as Recognition Elements. Hernández-Rodríguez M.; Xie, J.; Osornio, Y. M.; Krishnamurthy, R. Chemistry An Asian Journal, 2011, 6, 1251-1262.
  7. Mapping the Landscape of Potentially Primordial Informational Oligomers: Oligo-Dipeptides Tagged with 6-Carboxy-pyrimidines as Recognition Elements. Zhang, X.; Krishnamurthy, R. Angew. Chem. Int. Ed. 2009, 48, 8124-8128.
  8. A search for Structural Alternatives of RNA. Krishnamurthy, R. J. Mex. Chem. Soc. 2009, 53, 23-33.
  9. Structure of TNA-TNA complex in solution: NMR Study of the Octamer Duplex Derived from α-(L)-threofuranosyl-(3’–2’)-CGAATTCG. Ebert, M-O.; Mang, C.; Krishnamurthy, R.; Eschenmoser, A.; Jaun, B. J. Am. Chem. Soc. 2008, 130, 15105-15115.
  10. Mapping the Landscape of Potentially Primordial Informational Oligomers: Oligo-Dipeptides Tagged with 2,4-Disubstituted 5-amino-pyrimidines as Recognition Elements. Mittapalli, G.K.; Osornio, Y.M.; Guerrero, M.A.; Ravinder, K.R.; Krishnamurthy, R.; Eschenmoser, A. Angew. Chem. Int. Ed. 2007, 46, 2478-2484.
  11. Mapping the Landscape of Potentially Primordial Informational Oligomers: Oligo-dipeptides and Oligo-dipeptoids Tagged with Triazines as Recognition Elements. Mittapalli, G.K.; Ravinder, K.R.; Xiong, H.; Munoz, O.; Han, B.; De Riccardis, De F.; Krishnamurthy, R.; Eschenmoser, A. Angew. Chem. Int. Ed. 2007, 46, 2470-2477.
  12. Tautomerism in 5,8-Diaza-7,9-dicarbaguanine (‘Alloguanine’). Wagner, T.; Han, B.; Krishnamurthy, R.; Eschenmoser, A. Helv. Chim. Acta. 2005, 88, 1960-1968.
  13. Mannich-Type C-nucleosidations with 7-Carba-purines and 4-Amino-pyrimidines. Han, B.; Rajwanshi, V.; Nandy, J.; Krishnamurthy, R.; Eschenmoser, A. Synlett. 2005, 744-750.
  14. Mannich-Type C-Nucleosidations in the 5,8-Diaza-7,9-dicarba-purine Family.  Han, B.; Jaun, B.; Krishnamurthy, R.; Eschenmoser, A. Org. Lett. 2004, 6, 3691-3694.
  15. Base-Pairing Systems Related to TNA Containing Phosphoramidate Linkages: Synthesis of Building Blocks and Pairing Properties. Ferenic, M.; Reddy, G.; Wu, X.; Guntha, S.; Nandy, J.; Krishnamurthy, R.; Eschenmoser, A. Chemistry & Biodiversity, 2004, 1, 939-979.
  16. The β-D-Ribopyranosyl-(4’→2’)-oligonucleotide System (‘pyranosyl-RNA’): Synthesis and Resumé of Base-Pairing Properties. Pitsch, S.; Wendeborn, S.; Krishnamurthy, R.; Holzner, A.; Minton, M.; Bolli, M.; Miculca, C.; Windhab, N.; Micura, R.; Stanek, M.; Jaun, B.; Eschenmoser, A. Helv. Chim. Acta. 2003, 86, 4270-4363.
  17. Assignment of the 1H and 13C-NMR Spectra of N2,N6-dibenzoyl-N2,N9-bis(2’,3’-di-O-benzoyl-(a)-L-Threofuranosyl)-2,6-diaminopurine. Delgado, G.; Krishnamurthy, R. Revista de la Sociedad Quimica de Mexico, 2003, 47, 216-220.
  18. Why Does TNA Cross-Pair More Strongly with RNA Than with DNA? An Answer From X-ray Analysis. Pallan, P. S.; Wilds, C. J.; Wawrzak, Z.; Krishnamurthy, R.; Eschenmoser, A., Egli., M Angew. Chem. Int. Ed. 2003, 42, 5893-5895.
  19. C-Nucleosidations with 2,6-Diamino-5,8-diaza-7,9-dicarba-purine. Han, B.; Wang, Z.; Jaun, B.; Krishnamurthy, R.; Eschenmoser, A. Org. Lett. 2003, 5, 2071-2074.
  20. 2,6-Diamino-5,8-diaza-7,9-dicarba-purine. Wang, Z.; Huynh, H. K.; Han, B.; Krishnamurthy, R.; Eschenmoser, A. Org. Lett. 2003, 5, 2067-2070.
  21. Pentopyranosyl Oligonucleotide Systems. The α-L-Arabinopyranosyl-(4’→2’)-Oligonucleotide System: Synthesis and Pairing Properties. Jungmann, O.; Beier, M.; Luther, A.; Huynh, H. K.; Ebert, M. O.; Jaun, B.; Krishnamurthy, R.; Eschenmoser, A. Helv. Chim. Acta. 2003, 86, 1259-1308.
  22. The α-L-Threofuranosyl-(3’→2’)-Oligonucleotide System (‘TNA’): Synthesis and Pairing Properties. Schoning, K.-U.; Scholz, P.; Wu, X.; Guntha, S., Delgado, G.; Krishnamurthy, R.; Eschenmoser, A. Helv. Chim. Acta. 2002, 85, 4111-4153.
  23. Crystal Structure of a B-Form DNA Duplex Containing L-α-Threofuranosyl-(3’→2’)-Nucleosides: A Four-Carbon sugar is easily accommodated into the back bone of DNA. Wilds, C. J.; Wawrzak, Z.; Krishnamurthy, R.; Eschenmoser, A.; Egli, M. J. Am. Chem. Soc. 2002, 124, 13716-13721.
  24. NMR Solution Structure of Duplex Formed by Self-Pairing of a-(D)-Arabinopyranosyl-(4’→2’)-(CGAATTCG). Ebert, M-O.; Hoan, H. K.; Luther, A.; Krishnamurthy, R.; Eschenmoser, A., Jaun, B. Helv. Chim. Acta. 2002, 85, 4055-4073.
  25. 2,6-Diaminopurines in TNA: Effect on Duplex Stabilities and on the Efficiency of Template-Controlled Ligations. Wu, X.; Delgado, G.; Krishnamurthy, R.; Eschenmoser, A. Org. Lett. 2002, 4, 1283-1286.
  26. Base-Pairing Systems Related to TNA: a-Threofuranosyl Oligonucleotides Containing Phosphoramidate Linkages. Wu, X.; Guntha, S.; Ferencic, M.; Krishnamurthy, R.; Eschenmoser, A. Org. Lett. 2002, 4, 1279-1282.
  27. Pentopyranosyl Oligonucleotide Systems. β-(D)-Xylopyranosyl-(4’→2’)-oligonucleotide System. Wagner, T.; Hoan, H. K.; Krishnamurthy, R.; Eschenmoser, A. Helv. Chim. Acta. 2002, 85, 399-416.
  28. Pentopyranosyl Oligonucleotide Systems. Systems with Shortened Backbones: (D)-β-Ribopyranosyl-(4’→3’)- and (L)-α-Lyxopyranosyl-(4’→3’)-oligonucleotide System. Wippo, H.; Reck, F.; Kudick, R.; Ramasehsan, M.; Ceulemans, G., Bolli, M.; Krishnamurthy, R.; Eschenmoser, A. Bioorg. Med. Chem. 2001, 9, 2411-2428.
  29. Pentopyranosyl Oligonucleotide Systems. The α-L-Lyxopyranosyl-(4’→2’)-oligonucleotide System. Reck, F.; Wippo, H.; Kudick, R.; Krishnamurthy, R.; Eschenmoser, A. Helv. Chim. Acta. 2001, 84, 1778-1804.
  30. Chemical Etiology of Nucleic Acid Structure: The α-Threofuranosyl-(3’→2’) Oligonucleotide System. Schöning, K.-U.; Scholz, P.; Guntha, S.; Wu, X.; Krishnamurthy, R.; Eschenmoser, A. Science 2000, 290, 1347-1351.
  31. Concentration of Simple Aldehydes by Sulfite-Containing Double-Layer Hydroxide Minerals: Implications for Biopoesis. Pitsch, S.; Krishnamurthy, R.; Arrhenius. G. Helv. Chim. Acta. 2000, 83, 2398.
  32. Regioselective a-Phosphorylation of Aldoses in Aqueous Solution. Krishnamurthy, R.; Guntha, S.; Eschenmoser. A. Angewandte Chemie Int. Ed. 2000, 39, 2281.
  33. Before RNA and After: Geophysical and Geochemical Constraints on Molecular Evolution. Mojzsis, S.; Krishnamurthy, R.; Arrhenius, G. in ‘The RNA World’, second edition, pp 1-47, Eds. Gesteland, R. F.; Cech, T. R.; Atkins, J. F. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, New York, 1999. DOI: 10.1101/087969589.37.1
  34. L-α-Lyxopyranosyl (4'→3') Oligonucleotides: A Base-Pairing System Containing a Shortened Backbone. Reck, F.; Wippo, H.; Kudick, R.; Krishnamurthy, R.; Eschenmoser, A. Organic Letters, 1999, 1, 1531-1534.
  35. Promiscuous Watson-Crick Cross-Pairing within the Family of Pentopyranosyl (4'→2') Oligonucleotides. Jungmann, O.; Wippo, H.; Stanek, M.; Huynh, H. K.; Krishnamurthy, R.; Eschenmoser, A. Organic Letters, 1999, 1, 1527-1530.
  36. Chemical Etiology of Nucleic Acid Structure: Comparing Pentopyranosyl-(2'→4') Oligonucleotides with RNA. Beier, M.; Reck, F.; Wagner, T.; Krishnamurthy, R.; Eschenmoser, A.  Science 1999, 283, 699-703.
  37. Formation of Glycolaldehyde Phosphate From Glycolaldehyde in Aqueous Solution. Krishnamurthy, R.; Arrhenius, G; Eschenmoser, A.  Origins Life Evol. Biosphere 1999, 29, 333-354.
  38. Mineral Induced Formation of Pentose-2,4-diphosphates. Krishnamurthy, R.; Pitsch, S.; Arrhenius, G.  Origins Life Evol. Biosphere 1999, 29, 139-152.
  39. Formation of sugar phosphates under potentially natural conditions. Krishnamurthy, R.; Pitsch, S.; Eschenmoser, A.; Arrhenius, G.  Mineral. Mag. 1998, 62A(Pt. 2), 815.
  40. Pyranosyl-RNA: Base-pairing beween Homochiral Oligonucelotide Strands of Opposite Sense of Chirality. Krishnamurthy, R.; Pitsch, S.; Minton, M.; Miculka, C.; Windhab, N.; Eschenmoser, A. Angewandte Chemie, Int. Ed. Engl. 1996, 35, 1537-1541.
  41. p-RNA, the pyranosyl isomer of RNA: Pairing properties and potential to replicate. Pitsch, S.; Krishnamurthy, R.; Wendeborn, S.; Holzner, A.; Minton, M.; Lesueur, C.; Schlönvogt, I.; Jaun, B.; Eschenmoser, A. Helevetica chimica Acta  1995, 78, 1621-1635.
  42. Bis(tri-n-butylstannyl)benzopinacolate: Preparation and Use as a Mediator of Intermolecular Free Radical Reactions. Hart, D. J.; Krishnamurthy, R.; PooK, L. M.; Seely, F. L. Tetrahedron Letters 1993, 34, 7819-7822.
  43. Synthesis of 6H-Dibenzo(b,d)pyran-6-ones via Dienone-Phenol Rearrangements of Spiro(2,5-Cyclohexadiene-1,1'(3'H)-isobenzofuran)-3'-ones. Hart, D. J.; Kim, A.; Krishnamurthy, R.; Merriman, G. H.; Waltos, A-M. Tetrahedron 1992, 48, 8179-8188.
  44. Investigation of a Model for 1,2-Asymmetric Induction in Reactions of a-Carbalkoxy Radicals: A Stereochemical Comparison of Reactions of a-Carbalkoxy Radicals and Ester Enolates. Hart, D. J.; Krishnamurthy, R. J. Org. Chem. 1992, 57, 4457-4470.
  45. Stereoselective Free Radical Reactions at C(20) of Steroid Chains. Hart, D. J.; Krishnamurthy, R., Synlett. 1991, 412-414.
  46. Free-Radical Cyclizations: Application to the Total Synthesis of dl-Pleuorotin and dl-Pleurotinic acid. Hart, D. J.; Huang, H.-C; Krishnamurthy, R.; Schwartz, T. J. Am. Chem. Soc. 1989, 111, 7507-7519.