Formation of glycolaldehyde phosphate from glycolaldehyde in aqueous solution

Origins of Life and Evolution of the Biosphere

Volumn 29, Issue 4, 1999, Pages 333-354

  Krishnamurthy, Ramanarayanan ^a   Arrhenius, Gustaf ^b   Eschenmoser, Albert ^a,c  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ACETALDEHYDE; DRUG DERIVATIVE; GLYCOLALDEHYDE; GLYCOLALDEHYDE PHOSPHATE;

EVOLUTION;

ARTICLE; CHEMICAL MODEL; METABOLISM; NASA DISCIPLINE EXOBIOLOGY; NON-NASA CENTER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHORYLATION; SOLUTION AND SOLUBILITY;

NASA DISCIPLINE EXOBIOLOGY; NON-NASA CENTER;

ACETALDEHYDE; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; PHOSPHORYLATION; SOLUTIONS;

EID: 0032881815     PISSN: 01696149     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1006698208873     Document Type: Article

References (47)

1. Ahmed, S. N., McKee, M. L. and Shevlin, P. B.: 1985, J. Am. Chem. Soc. 107, 1320.
2. Arrhenius, G., Sales, B., Mojzsis, S. and Lee, T.: 1997, J. Theor. Biol. 187, 503.
3. Chung, N. M., Lohrmann, R., Orgel, L. E. and Rabinowitz, J.: 1971, Tetrahedron 27, 1205.
4. Dickens, J. E., Irvine, W. M., Ohishi, M., Arrhenius, G., Pitsch, S., Bauder, A., Müller, F. and Eschenmoser, A.: 1996, Origins Life Evol. Biosphere 26, 97.
5. Drenkard, S., Ferris, J. and Eschenmoser, A.: 1990, Helv. Chim. Acta 73, 1373.
6. Eschenmoser, A.: 1970, Quart. Rev. 24, 366.
7. Etaix, E. and Orgel, L. E.: 1978, J. Carbohydr. Nucleosides Nucleotides 5, 91.
8. Feldmann, V. W. and Thilo, E. Z.: 1964, Z. Anorg. Chem. 328, 113.
9. Feldmann, W.: 1969, Z. Chem. 9, 154.
10. Haiduc, I.: 1970, In The Chemistry of Inorganic Systems, Vols. 1 and 2, Interscience, New York.
11. Hilmer, W.: 1965, Acta Crystallogr. 19, 362.
12. Inoue, H., Baba, Y., Furukawa, T., Maeda, Y. and Tsuhako, M.: 1993, Chem. Pharm. Bull. 41, 1895.
13. IUPAC Commission the Nomenclature of Inorganic Chemistry: 1971, Pure and Appl. Chem. 28(27), rule 4.14.
14. Jencks, W. P. and Gilchrist, M.: 1964, J. Am. Chem. Soc. 86, 1410.
15. Kalliney, S. Y.: 1972, in Griffiths, E. J. and Martin, D. (eds.), Topics in Phosphate Chemistry, Interscience, New York, pp. 255-309.
16. Keefe, A. D. and Miller, S. L.: 1995, J. Mol. Evol. 41, 693.
17. Kolb, V. and Orgel, L.: 1996, Origins Life Evol. Biosphere 26, 7.
18. Kolb, V., Zhang, S., Xu, Y. and Arrhenius, G.: 1997, Origins Life Evol. Biosphere 27, 485.
19. Krishnamurthy, R., Pitsch, S. and Arrhenius, G.: 1999, Origins Life Evol. Biosphere 29, 139.
20. Ksander, G. Bold, G. Lattmann, R. Lehmann, C. Früh, T. Xiang, Y.-B. Inomata, K. Buser, H.-P. Schreiber, J. Zass, E. and Eschenmoser, A.: 1987, Helv. Chim. Acta 70, 1115.
21. Kuma, K., Paplawsky, B., Gedulin, B. and Arrhenius, G.: 1989, Origins Life Evol. Biosphere 19, 573.
22. Löb, W.: 1906, Z. f. Elektroch. 15, 282.
23. Lohrmann, R. and Orgel, L. E.: 1973, Nature 244, 418.
24. Lohrmann, R.: 1975, J. Mol. Evol. 6, 237.
25. Lohrmann, R.: 1976, J. Mol. Evol. 8, 197.
26. Müller, D., Pitsch, S., Kittaka, A., Wagner, E., Wintner, C. E. and Eschenmoser, A.: 1990, Helv. Chim. Acta 73, 1410.
27. Österberg, R. and Orgel, L. E.: 1972, J. Mol. Evol. 1, 241.
28. Pitsch, S.: 1993, 'On the Chemistry of Glycolaldehyde Phosphate: Its Formation from Oxirane-carbonitrile and Aldolization to the (Racemic) Pentose-2,4-Bisphosphates and Hexose-2,4,6-Trisphosphates', Ph.D. Thesis 10055, ETH, Zürich.
29. Pitsch, S., Eschenmoser, A., Gedulin, B. Hui, S. and Arrhenius, G.: 1995, Origins Life Evol. Biosphere 25, 294.
30. Pitsch, S., Pombo-Villar, E. and Eschenmoser, A.: 1994, Helv. Chim. Acta 77, 2251.
31. Quimby, O. T. and Flautt, T. J.: 1958, Z. anorg. Allg. Chem. 296, 220.
32. Rabinowitz, J., Flores, J., Krebsbach, R. and Rogers, G.: 1969, Nature 224, 795.
33. Reid, C. and Orgel, L. E.: 1967, Nature 216, 455.
34. Saffhill, R.: 1970, J. Org. Chem. 35, 2881.
35. Saimoto, H., Sugiyama, N., Sashiwa, H. and Shigemesa, Y.: 1993, Chem. Express 8, 737.
36. Schwartz, A. W.: 1969, Chem. Commun. 1393.
37. Sem, D. S. and Cleland, W. W.: 1991, Biochemistry 30, 4978.
38. Tsuhako, M., Fujimoto, M. and Ohashi, S.: 1981, Chemistry Letters 849.
39. Tsuhako, M., Nakajima, A., Miyajima, T., Ohashi, S., Nariai, H. and Motooka, I.: 1985, Bull. Chem. Soc. Jpn. 58, 3092.
40. Tsuhako, M., Sueyoshi, C., Miyajima, T., Ohashi, S., Nariai, H. and Motooka, I.: 1986, Bull. Chem. Soc. Jpn. 59, 3091.
41. Tsuhako, M., Sueyoshi, C., Baba, Y., Miyajima, T., Ohashi, S., Nariai, H. and Motooka, I.: 1987, Chemistry Letters 1431.
42. Yamagata, Y., Inoue, H. and Inomata, K.: 1995, Origins Life Evol. Biosphere 25, 47.
43. Wagner, E., Xiang, Y.-B., Baumann, K., Gück, J. and Eschenmoser, A.: 1990, Helv. Chim. Acta 73, 1391.
44. Weber, A. L.: 1998, Origins Life Evol. Biosphere 28, 259.
45. Yamagata, Y., Watanbe, H., Siatoh, M. and Namba, T.: 1991, Nature 352, 516.
46. Yamagata, Y. Inoue, H. and Inomata, K: 1995, Orig. Life Evol. Biosphere 25, 47.
47. Zubay, G.: 1998, Orig. Life Evol. Biosphere 28, 13.