One-pot TiO2-catalyzed synthesis of nucleic bases and acyclonucleosides from formamide: Implications for the origin of life

ChemBioChem

Volumn 4, Issue 6, 2003, Pages 514-521

  Saladino, Raffaele ^a   Ciambecchini, Umberto ^a   Crestini, Claudia ^b   Costanzo, Giovanna ^c   Negri, Rodolfo ^d   Di Mauro, Ernesto ^c,d,e  

^a UNIVERSITY OF TUSCIA   (Italy)

^b UNIVERSITY OF ROME TOR VERGATA   (Italy)

^c CNR   (Italy)

^d SAPIENZA UNIVERSITY OF ROME   (Italy)

^e Pasteur Institute   (Italy)

Author keywords

Catalysis; Formamide; Nucleic acids; Nucleobases; Prebiotic syntheses

Indexed keywords

5 HYDROXYMETHYLURACIL; ACYCLIC NUCLEOSIDE; FORMAMIDE; NUCLEIC ACID BASE; THYMINE; TITANIUM DIOXIDE; FORMAMIDE DERIVATIVE; NUCLEOSIDE; OLIGONUCLEOTIDE; PURINE DERIVATIVE; PYRIMIDINE DERIVATIVE; TITANIUM;

ARTICLE; BIOGENESIS; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; DEGRADATION; NUCLEIC ACID SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STRUCTURE ANALYSIS; CHEMISTRY; GENETICS; MASS SPECTROMETRY; NUCLEOTIDE SEQUENCE; SYNTHESIS;

BASE SEQUENCE; BIOGENESIS; CATALYSIS; FORMAMIDES; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NUCLEOSIDES; OLIGONUCLEOTIDES; PURINES; PYRIMIDINES; TITANIUM;

EID: 0037898785     PISSN: 14394227     EISSN: None     Source Type: Journal    
DOI: 10.1002/cbic.200300567     Document Type: Article

References (61)

1. S. L. Miller, Cold Spring Harbor Symp. Quant. Biol., 1987, 52, 17-27.
2. M. Levy, S. L. Miller, Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 7933-7938.
3. S. Miyakawa, H. J. Cleaves, S. L. Miller. Orig. Life Evol. Biosph. 2002, 32, 209-218.
4. J. C. Lodrington, J. Chem. Soc. 1907, 91, 593.
5. R. A. Sanchez, J. P. Ferris, L. E. Orgel, Science 1966, 153, 72-73.
6. S. L. Miller, J. Am. Chem. Soc. 1955, 77, 2351-2361.
7. H. Yamada, M. Hirobe, K. Higashiyama, H. Takahashi, K. Suzuki, Tetrahedron Lett. 1978, 42, 4039.
8. H. Bredereck, R. Gompper, H. G. V. Schuh, G. Theilig, Angew. Chem. 1959, 71, 753-774.
9. H. Yamada, T. Okamoto, Chem. Pharm. Bull. 1972, 20, 623.
10. R. Saladino, C. Crestini, G. Costanzo, R. Negri, E. Di Mauro, Bioorg. Med. Chem. 2001, 9, 1249-1253.
11. R. Saladino, E. Mincione, C. Crestini, R. Negri, E. Di Mauro, G. Costanzo, J. Am. Chem. Soc. 1996, 118, 5615-5619.
12. R. Saladino, C. Crestini, E. Mincione, G. Costanzo, E. Di Mauro, R. Negri, Bioorg. Med. Chem. 1997, 11, 2041-2048.
13. R. Negri, S. Ferraboli, S. Barlati, E. Di Mauro, Nucleic Acid Res. 1994, 22, 111-112.
14. R. Negri, G. Costanzo, R. Saladino E. Di Mauro, BioTechniques 1996, 21(5), 910-917.
15. G. Costanzo, R. Negri, E. Di Nicola-Negri, R. De Leo, E. Di Mauro, Trends Genet. 1997, T40030;
16. (http://www.elsevier.nl/locate.tto)
17. G. Martra, AppL CataL A 2000, 200, 275-285.
18. R. Hoffmann, S. T. Martin, W. Choi, D.W. Bahnemann, Chem. Rev. 1995, 95, 69-96.
19. B. O'Regan, M. Graetzel, Nature 1991, 353, 737-740.
20. G. C. Bond, P. Forzatti, J. C. Védrine, Catal. Today 2000, 56, 329-332.
21. L. Fiegelson, L. Muszkat, L. Bir, K. A. Muszkat, Water Sci. Technol. 2000, 42, 275-279.
22. K. Tanaka, M. F. V. Capule, T. Hisanaga, Chem. Phys. Lett. 1991, 29, 73.
23. T. Kawahara, Y. Konishi, H. Tada, N. Tohge, J. Nishii, S. Ito, Angew. Chem. 2002, 114, 2935-2937;
24. Angew. Chem. Int. Ed. 2002, 41, 2811-2813.
25. H. Hidaka, S. Horikoshi, N. Serpone, J. Knowland, J. Photochem. Photobiol. A 1997, 111, 205-214.
26. D. Vasudevan, P. J. Dorley, X. Zhuang, Environ. Sci. Technol. 2001, 35, 2006-2013 and references cited therein.
27. Y. Kubota, C. Niwa, T. Ohnuma, Y. Ohko, T. Tatsuma, T. Mori, A. Fujishima, J. Photochem. Photobiol. A 2001, 141, 225-230.
28. E. A. Kuzicheva, M. A. Khenokh, Life Sci. Space Res. 1973, 11, 67-73.
29. J. P. Ferris, D. C. Joshi, F. H. Edelson, J. G. Lawless, J. Mol. Evol. 1978, 11, 293-311.
30. M. P. Robertson, S. L. Miller, Nature 1995, 375, 772-773.
31. J. P. Ferris, G. Goldstein, D. J. Beaulieu, J. Am. Chem. Soc. 1970, 92, 6598-6603.
32. J. P. Ferris, R. A. Sanchez, L. E. Orgel, J. Mol. Biol. 1968, 33, 693-704.
33. R. Shapiro, Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 4396-4401.
34. M. Levy, S. L. Miller, Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 7933-7938.
35. M. S. Chada, A. S. Subbaraman, Z. A. Kazi, A. S. U. Choughuley, Origin Life, Proc. ISSOL Meet., 2nd 1978, 199-204.
36. A. S. Choughuley, M. S. Chada, A. S. Subbaraman, Biosystems 1977, 9, 73-80.
37. E. Stephen-Sherwood, J. Oro, A. P. Kimball, Science 1971, 173, 446-447.
38. R. E. Cline, R. M. Fink, K. Fink, J. Am. Chem. Soc. 1959, 81, 2521-2527.
39. W. H. Sharkey, W. E. Mochel, J. Am. Chem. Soc. 1959, 81, 3000-3005.
40. D. A. Friesen, J. V. Haedely, C. H. Langford, Environ. Sci. Technol. 1999, 33, 3193-3198.
41. R. Arnaud, E. Fanton, J. L. Gardette, Polym. Degrad. Stab. 1994, 45, 361-369.
42. R. H. Barker, Environ. Health Perspect. 1975, 11, 41-45.
43. S. Miyakawa, H. J. Cleaves, S. L. Miller, Orig. Life Evol. Biosph. 2002, 32, 195-208.
44. W. G. Bantle, A. Guzman, A. Perez-Nedrano, S. Taine-Figueroa, F. Lopez-Tapia, F. X. Talamas, R. T. Elworthy, J. R. Pfister, E. B. Sjogren, D. J. Morgan, 1999, US 5859014A.
45. J. A. Montgomery, K. Hewson in Synthetic Procedures in Nucleic Acid Chemistry, Vol. 1 (Eds.: W. W. Zorbach, R. S. Tipson), Interscience, New York, 1968, pp. 31-44.
46. A. Butlerow, Ann. Phys. 1861, 120, 296 and references cited therein.
47. P. Decker, H. Schweer, R. Pohlmann, J. Chromatogr. 1982, 244, 281-291 and references cited therein.
48. C. Ponnamperuma in The Origins of Prebiological Systems and of their Molecular Matrices (Ed.: S.W. Fox), Academic Press, New York, 1965.
49. C. Reid, L. E. Orgel, Nature 1967, 216, 455.
50. L. Shengcheng, J. L. Falconer, Catalysis Lett. 1999, 57, 89-93.
51. J. E. Rekoske, M.A. Barteau, Langmuir 1999, 15, 2061-2070 and references cited therein.
52. L. E. Orgel, R. Lohrmann, Acc. Chem. Res. 1974, 7, 368-377.
53. W. D. Fuller, R. A. Sanchez, L. E. Orgel, J. Mol. Biol. 1972, 67, 25-33.
54. R. A. Sanchez, L. E. Orgel, J. Mol. Biol. 1970, 47, 531-543.
55. A. J. S. C. Vieira, S. Steenken, J. Am. Chem. Soc. 1990, 112, 6986-6994.
56. S. Steenken in DNA and RNA Cleavers and Chemotherapy of Cancer of Viral Disease (Ed.: B. Meunier), Kluwer, Dordrech 1996.
57. S. V. Jovanovich, M. G. Simic, J. Am. Chem. Soc. 1986, 108, 5968-5972.
58. S. Steenken, Chem. Rev. 1989, 89, 503-520.
59. W. G. Wamer, J. J. Yin, R. R. Wei, Free Radical Biol. Med. 1997, 23, 851-858.
60. S. Ohtani, H. Nagasaki, K. Sakano, S. Nishimoto, T. Kagiya, J. Photochem. Photobiol. A. 1987, 41, 141-143.
61. H. S. Ryang, S. Y. Wang, J. Am. Chem. Soc. 1978, 100, 1302-1303.