Fmoc-Phe(F5)-OH [205526-32-5] HEADING_TITLE

N-Fmoc-2,3,4,5,6-pentafluoro-L-phenylalanine

Other Names: Fmoc-pentafluorophenylalanine

Catalog #: UFF132 CAS #: 205526-32-5
Formula: C24H16F5NO4 M.W.: 477.4

Fmoc-PHe(F5)-OH

 

 

 

 

 

 

 

Fmoc-Phe(F5)-OH

Phe(F5) was utilized to study the contribution of aromatic interactions to alpha-helix stability (S.M. Butterfield, P.R. Patel, M.L. Waters, J. Am. Chem. Soc., 2002, 124, 9751-5).  Phe(F5) residues stabilize protein structures (H.-P. Chiu, et al., J. Am. Chem. Soc., 2009, 131, 13192-3; H.-P. Chiu, et al, J. Am. Chem. Soc., 2006, 128, 15556-7).  pentafluorophenylalanine can undergo regioselective SNAr chemistry to form para-substituted tetrafluorophenylalanines (L. Qin, C. Seridan, J. Gao, Org. Lett., 2012, 14, 528-31; J.E. Redman, M.R. Ghadiri, Org. Lett., 2002, 4, 4467-9) and tetrafluorotyrosine (F. Wang, et al., Org. Lett., 2011, 13, 236-9).

Fluorinated Phenylalanines

Cat. # Product
Cat. # Product
UFF120 Fmoc-Phe(2-F)-OH
UBF120 Boc-Phe(2-F)-OH
UFF220 Fmoc-Phe(2-F)-OH
UBF220 Boc-Phe(2-F)-OH
UFF142 Fmoc-Phe(3-F)-OH
UBF142 Boc-Phe(3-F)-OH
UFF242 Fmoc-Phe(3-F)-OH
UBF242 Boc-Phe(3-F)-OH
UFF121 Fmoc-Phe(4-F)-OH
UBF121 Boc-Phe(4-F)-OH
UFF221 Fmoc-Phe(4-F)-OH
UBF221 Boc-Phe(4-F)-OH
UFF146 Fmoc-Phe(3,4-diF)-OH
UBF146 Boc-Phe(3,4-diF)-OH
UFF246 Fmoc-D-Phe(3,4-diF)-OH
UBF246 Boc-D-Phe(3,4-diF)-OH
UFF144 Fmoc-Phe(3,5-diF)-OH
UBF144 Boc-Phe(3,5-diF)-OH
UFF244 Fmoc-D-Phe(3,5-diF)-OH
UBF244 Boc-D-Phe(3,5-diF)-OH
UFF132 Fmoc-Phe(F5)-OH
UBF132 Boc-Phe(F5)-OH
UFF232 Fmoc-D-Phe(F5)-OH
UBF232 Boc-D-Phe(F5)-OH
UHF120 H-Phe(2-F)-OH
UHF220 H-D-Phe(2-F)-OH HCl
UHF142 H-Phe(3-F)-OH   UHF242 H-D-Phe(3-F)-OH
UHF121 H-Phe(4-F)-OH   UHF221 H-D-Phe(4-F)-OH
UHF146 H-Phe(3,4-diF)-OH   UHF246 H-D-Phe(3,4-diF)-OH
UHF144 H-Phe(3,5-diF)-OH   UHF244 H-D-Phe(3,5-diF)-OH
UHF132 H-Phe(F5)-OH   UHF232 H-D-Phe(F5)-OH

MSDS