An unnatural hydrophobic base, 4-propynylpyrrole-2-carbaldehyde, as an efficient pairing partner of 9-methylimidazo[(4,5)-b]pyridine

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 24, 2003, Pages 4515-4518

  Mitsui, Tsuneo ^a   Kimoto, Michiko ^b   Sato, Akira ^b   Yokoyama, Shigeyuki ^b,c,d   Hirao, Ichiro ^a,b  

^a UNIVERSITY OF TOKYO   (Japan)

^b RIKEN YOKOHAMA INSTITUTE   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

^d RIKEN HARIMA INSTITUTE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLECARBOXALDEHYDE; 4 PROPYNYLPYRROLE 2 CARBALDEHYDE; 9 METHYLIMIDAZO[4,5 B]PYRIDINE; ALDEHYDE DERIVATIVE; DNA DIRECTED DNA POLYMERASE BETA; DOUBLE STRANDED DNA; NUCLEOSIDE DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BASE PAIRING; ESCHERICHIA COLI; HYDROPHOBICITY;

ESCHERICHIA COLI;

EID: 0344495971     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2003.09.059     Document Type: Article

References (16)

1. Piccirilli J.A., Krauch T., Moroney S.E., Benner S.A. Nature. 343:1990;33.
2. Bain J.D., Switzer C., Chamberlin A.R., Benner S.A. Nature. 356:1992;537.
3. Otsuki T., Kimoto M., Ishikawa M., Mitsui T., Hirao I., Yokoyama S. Proc. Natl. Acad. Sci. U.S.A. 98:2001;4992.
4. Hirao I., Otsuki T., Fujiwara T., Mitsui T., Yokogawa T., Okuni T., Nakayama H., Takio K., Yabuki T., Kigawa T., Kodama K., Yokogawa T., Nishikawa K., Yokoyama S. Nat. Biotechnol. 20:2002;177.
5. Morales J.C., Kool E.T. Nat. Struct. Biol. 5:1998;950.
6. Morales J.C., Kool E.T. J. Am. Chem. Soc. 121:1999;2323.
7. McMinn D.L., Ogawa A.K., Wu Y., Liu J., Schultz P.G., Romesberg F.E. J. Am. Chem. Soc. 121:1999;11585.
8. Ogawa A.K., Wu Y., McMinn D.L., Liu J., Schultz P.G., Romesberg F.E. J. Am. Chem. Soc. 122:2000;3274.
9. Kool E.T. Annu. Rev. Biophys. Biomol. Struct. 30:2001;1.
10. Mitsui T., Kitamura A., Kimoto M., To T., Sato A., Hirao I., Yokoyama S. J. Am. Chem. Soc. 125:2003;5298.
11. 8NO (M+1) 134.0606, found 134.0617.
12. Sonnet P.E. J. Org. Chem. 36:1971;1005.
13. Alvarez A., Guzman A., Ruiz A., Velarde E., Muchowski J.M. J. Org. Chem. 57:1992;1653.
14. 2/MeOH=20:1, v/v).
15. Petruska J., Goodman M.F., Boosalis M.S., Sowers L.C., Cheong C., Tinoco I. Proc. Natl. Acad. Sci. U.S.A. 85:1988;6252.
16. Goodman M.F., Creighton S., Bloom L.B., Petruska J. Crit. Rev. Biochem. Mol. Biol. 28:1993;83.