Sequence-selective receptors of peptides. A simple molecular design for construction of large combinatorial libraries of receptors

Journal of Organic Chemistry

Volumn 61, Issue 18, 1996, Pages 6086-6087

  Shao, Yuefei ^a   Still, W Clark ^a  

^a Columbia University ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG RECEPTOR; SYNTHETIC PEPTIDE;

ARTICLE; DRUG DESIGN; PEPTIDE SYNTHESIS; PROTEIN BINDING; STRUCTURE ACTIVITY RELATION;

EID: 0029791484     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960775j     Document Type: Article

References (12)

1. Review: Zimmer, C.; von Wahnert, U. Prog. Biophys. Molec. Biol. 1986, 47, 31.
2. Review: Still, W. C. Acc. Chem. Res. 1996, 29, 155.
3. For previously described combinatorial libraries of synthetic receptors, see: (a) Boyce, R.; Li, G.; Nestler, H. P.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1994, 116, 7955. (b) Burger, M. T.; Still, W. C. J. Org. Chem. 1995, 60, 7382. (c) Cheng, Y.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1996, 118, 1813.
4. For previously described combinatorial libraries of synthetic receptors, see: (a) Boyce, R.; Li, G.; Nestler, H. P.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1994, 116, 7955. (b) Burger, M. T.; Still, W. C. J. Org. Chem. 1995, 60, 7382. (c) Cheng, Y.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1996, 118, 1813.
5. For previously described combinatorial libraries of synthetic receptors, see: (a) Boyce, R.; Li, G.; Nestler, H. P.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1994, 116, 7955. (b) Burger, M. T.; Still, W. C. J. Org. Chem. 1995, 60, 7382. (c) Cheng, Y.; Suenaga, T.; Still, W. C. J. Am. Chem. Soc. 1996, 118, 1813.
6. This receptor selectively binds the two tripeptide sequences D-Pro-L-Val-D-Gln and L-Lys-L-Val-D-Pro: Wennemers, H., Yoon, S. S.; Still, W. C. J. Org. Chem. 1995, 60, 1108.
7. See also: LaBrenz, S. R.; Kelly, J. W. J. Am. Chem. Soc. 1994, 116, 7955. Gennari, C.; Nestler, N. P.; Salom, B.; Still, W. C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1765.
8. See also: LaBrenz, S. R.; Kelly, J. W. J. Am. Chem. Soc. 1994, 116, 7955. Gennari, C.; Nestler, N. P.; Salom, B.; Still, W. C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1765.
9. 2 or equivalent) to the linker.
10. Yoon, S. S.; Still, W. C. Tetrahedron 1995, 51, 567.
11. Designations taken from the standard single-letter code for amino acids; X indicates any amino acid.
12. 3) different tripeptides segregated on Merrifield synthesis beads where AA1-3 were (D and L) Ala, Val, Pro, Ser(O-tBu), Asn(N-trityl), Gln(N-trityl), Lys(N-Boc), and Gly.