Self-assembling sequence-adaptive peptide nucleic acids

Science

Volumn 325, Issue 5936, 2009, Pages 73-77

  Ura, Yasuyuki ^a   Beierle, John M ^a   Leman, Luke J ^a   Orgel, Leslie E ^b   Ghadiri, M Reza ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b SALK INSTITUTE FOR BIOLOGICAL STUDIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOMATERIAL; DIPEPTIDE; DNA; NUCLEIC ACID BASE; OLIGOMER; PEPTIDE NUCLEIC ACID; RNA; THIOESTER;

DNA; ORGANIC ACID; PEPTIDE; POLYMER; PROTEIN; RNA;

ADAPTATION; ARTICLE; BASE PAIRING; CATALYSIS; COVALENT BOND; DNA TEMPLATE; MOLECULAR INTERACTION; MOLECULAR RECOGNITION; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTEIN STRUCTURE; SEQUENCE ANALYSIS;

ADENINE; AMINO ACIDS; BASE PAIRING; BASE SEQUENCE; BIOTINYLATION; DIPEPTIDES; DNA; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NUCLEIC ACID CONFORMATION; OLIGONUCLEOTIDES; PEPTIDE NUCLEIC ACIDS; PEPTIDES; RNA;

EID: 67650079176     PISSN: 00368075     EISSN: 10959203     Source Type: Journal    
DOI: 10.1126/science.1174577     Document Type: Article

References (34)

1. G. K. Mittapalli et al., Angew. Chem. Int. Ed. 46, 2478 (2007).
2. S. Karkare, D. Bhatnagar, Appl. Microbiol. Biotechnol. 71, 575 (2006).
3. A. Eschenmoser, Chimia (Aarau) 59, 836 (2005).
4. L. Zhang, A. Peritz, E. Meggers, J. Am. Chem. Soc. 127, 4174 (2005).
5. F. Beck, P. E. Nielsen, in Artificial DNA, Y. E. Khudyakov, H. A. Fields, Eds. (CRC Press, Boca Raton, FL, 2003), pp. 91-114.
6. U. Diederichsen, Angew. Chem. Int. Ed. Engl. 35, 445 (1996).
7. R. E. Kleiner, Y. Brudno, M. E. Birnbaum, D. R. Liu, J. Am. Chem. Soc. 130, 4646 (2008).
8. D. A. Fulton, Org. Lett. 10, 3291 (2008).
9. D. T. Hickman, N. Sreenivasachary, J.-M. Lehn, Helv. Chim. Acta 91, 1 (2008).
10. S. Ladame, Org. Biomol. Chem. 6, 219 (2008).
11. P. T. Corbett et al., Chem. Rev. 106, 3652 (2006).
12. N. Sreenivasachary, D. T. Hickman, D. Sarazin, J.-M. Lehn, Chem. Eur. J. 12, 8581 (2006).
13. W. G. Skene, J.-M. P. Lehn, Proc. Natl. Acad. Sci. U.S.A. 101, 8270 (2004).
14. Y. Higaki, H. Otsuka, A. Takahara, Macromolecules 37, 1696 (2004).
15. S. J. Rowan, S. J. Cantrill, G. R. L. Cousins, J. K. M. Sanders, J. F. Stoddart, Angew. Chem. Int. Ed. 41, 899 (2002).
16. X. Li, D. G. Lynn, Angew. Chem. Int. Ed. 41, 4567 (2002).
17. K. Oh, K.-S. Jeong, J. S. Moore, Nature 414, 889 (2001).
18. Z.-Y. J. Zhan, D. G. Lynn, J. Am. Chem. Soc. 119, 12420 (1997).
19. J. T. Goodwin, D. G. Lynn, J. Am. Chem. Soc. 114, 9197 (1992).
20. N. V. Hud, S. S. Jain, X. Li, D. G. Lynn, Chem. Biodivers. 4, 768 (2007).
21. R. Pascal, L. Boiteau, A. Commeyras, Top. Curr. Chem. 259, 69 (2005).
22. J.-P. Biron, A. L. Parkes, R. Pascal, J. D. Sutherland, Angew. Chem. Int. Ed. 44, 6731 (2005).
23. L. E. Orgel, Crit. Rev. Biochem. Mol. Biol. 39, 99 (2004).
24. C. De Duve, in Molecular Origins of Life, A. Brack, Ed. (Cambridge Univ. Press, Cambridge, 1998), pp. 219-236.
25. Materials and methods are available as supporting online material on Science Online.
26. J. Leclaire, L. Vial, S. Otto, J. K. M. Sanders, Chem. Commun. (Camb.) 15, 1959 (2005).
27. M. G. Woll, S. H. Gellman, J. Am. Chem. Soc. 126, 11172 (2004).
28. R. Larsson, Z. Pei, O. Ramström, Angew. Chem. Int. Ed. 43, 3716 (2004).
29. H. D. Bean, F. A. L. Anet, I. R. Gould, N. V. Hud, Orig. Life Evol. Biosph. 36, 39 (2006).
30. P. T. Corbett, J. K. M. Sanders, S. Otto, Chem. Eur. J. 14, 2153 (2008).
31. P. T. Corbett, S. Otto, J. K. M. Sanders, Chem. Eur. J. 10, 3139 (2004).
32. K. Severin, Chem. Eur. J. 10, 2565 (2004).
33. A. Grote, R. Scopelliti, K. Severin, Angew. Chem. Int. Ed. 42, 3821 (2003).
34. This work is dedicated in memory of our friend and colleague Professor Leslie E. Orgel (1927-2007). We thank R. Krishnamurthy and A. Eschenmoser for helpful discussions. Support was provided in part by the Skaggs Institute for Chemical Biology, the NASA Earth and Space Science Fellowship Program (grant NNX07AR35H to J.M.B.), and the NASA Science Mission Directorate's Planetary Science Division (NRA NNH07ZDA001N).