DNA-carbohydrate interactions. Specific binding of head-to-head and head-to-tail dimers of the calicheamicin oligosaccharide to duplex DNA

Journal of the American Chemical Society

Volumn 118, Issue 9, 1996, Pages 2303-2304

  Nicolaou, K C ^a,b   Smith, B M ^a,b   Ajito, K ^a,b   Komatsu, H ^a,b   Gomez Paloma, L ^a,b   Tor, Y ^a,b  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

CALICHEAMICIN DERIVATIVE;

ARTICLE; BINDING SITE; COMPUTER SIMULATION; DNA BINDING; NUCLEAR MAGNETIC RESONANCE; NUCLEOTIDE SEQUENCE;

EID: 0029871214     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9538142     Document Type: Article

References (13)

1. Nicolaou, K. C.; Theodorakis, E. A.; Claiborne, C. F. Pure Appl. Chem., in press.
2. Nicolaou, K. C.; Ajito, K.; Komatsu, H.; Smith, B. M.; Li, T.; Egan, M. G.; Gomez-Paloma, L. Angew. Chem., Int. Ed. Engl. 1995, 34, 576.
3. Nicolaou, K. C.; Ajito, K.; Komatsu, H.; Smith, B. M.; Bertinato, P.; Gomez-Paloma, L. Submitted for publication in Angew. Chem.
4. Previous binding studies of the head-to-head dimer 3 with duplex DNA containing 5′-TCCTATAGGA-3′ as a target sequence led to inconclusive data owing to the non ideal nature of this binding sequence as opposed to the one employed in the present study: see ref 2.
5. Li, T. ; Zeng, Z.; Estevez, V. A.; Baldenius, K.-U.; Nicolaou, K. C.; Joyce, G. F. J. Am. Chem. Soc. 1994, 116, 3709.
6. Gomez-Paloma, L.; Smith, J. A.; Chazin, W. J.; Nicolaou, K. C. J. Am. Chem. Soc. 1994, 116, 3697.
7. Nicolaou, K. C.; Tsay, S.-C.; Suzuki, T.; Joyce, G. F. J. Am. Chem. Soc. 1992, 114, 7555.
8. Zein, N.; Sinha, A. M.; McGahren, W. J.; Ellestad, G. A. Science 1988, 240, 1198.
9. 1 are often double, owing to the presence of 3′-phosphate and 3′-phosphoglycolate fragments, both of which migrate faster on the gel; see: Dedon, P. C.; Salzberg, A. A.; Xu, J. Biochemistry 1993, 32, 3617.
10. D = 4.1 μM). respectively; see ref 5.
11. Zein, N.; Poncin, M.; Nilakantan, R.; Ellestad, G. A. Science 1989. 244, 697.
12. Liu, C.; Smith, B. M.; Ajito, K.; Komatsu, H.; Gomez-Paloma, L.; Li, T.; Theodorakis, E. A.; Nicolaou, K. C.; Vogt, P. K. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 940.
13. Ho, S. N.; Boyer, S. H.; Schreiber, S. L.; Danishefsky, S. J.; Crabtree, G. R. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 9203.