Synthesis of a complete set of L-difluorophenylalanines, L-(F-2)Phe, as molecular explorers for the CH/-pi interaction between peptide ligand and receptor

Authors
Fujita, T Nose, T Matsushima, A Okada, K Asai, D Yamauchi, Y Shirasu, N Honda, T Shigehiro, D Shimohigashi, Y
Citation
T. Fujita et al., Synthesis of a complete set of L-difluorophenylalanines, L-(F-2)Phe, as molecular explorers for the CH/-pi interaction between peptide ligand and receptor, TETRAHEDR L, 41(6), 2000, pp. 923-927
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
6
Year of publication
2000
Pages
923 - 927
Database
ISI
SICI code
0040-4039(20000205)41:6<923:SOACSO>2.0.ZU;2-L
Abstract
A complete set of difluorophenylalanines in the L-configuration [L-(F-2)Phe ] (namely, L-(2,3-F-2)Phe, L-(2,4F(2))Phe, L-(2,5-F-2)Phe, L-(2,6-F-2)Phe, L-(3,4-F-2)Phe, L-(3,5-F-2)Phe) was prepared and incorporated into the thro mbin receptor-tethered ligand peptide SFLLRNP to identify the phenyl hydrog ens of the Phe-2 residue involved in the CH/pi receptor interaction. (C) 20 00 Elsevier Science Ltd. All rights reserved.