Fmoc-Phe(4-CN)-OH [173963-93-4] HEADING_TITLE

N-Fmoc-4-cyano-L-phenylalanine

Other Names: Fmoc-Phe(p-CN)-OH; Fmoc-para-cyanophenylalanine

Catalog Number: UFF119 CAS Number: 173963-93-4
Formula: C25H20N2O4 M.W.: 412.5

Fmoc-Phe(4-CN)-OH

 

 

 

 

Fmoc-Phe(4-CN)-OH is utilized to incorporate 4-cyanophenylalanine into peptides by Fmoc protocols.  Phe(4-CN) residues are quite useful in structural studies.  It may be utilized as an infrared probe (AT Fafarman, SG Boxer, J. Phys. Chem. B, 2010, 114, 13536-44) or as a fluorescent probe (D Du, H Liu, B Ojha, Methods Mol. Biol., 2013, 1081, 77-89).  Phe(4-CN) can form FRET pairs with Trp and 7-AzaTrp (AL Serrano, O Bilsel, F Gai, J. Phys. Chem. B, 2012, 116, 10631-8; UM Rogers, LG Lippert, F Gai, Anal. Biochem., 2010, 399, 182-9).  These techniques have been used to probe alpha-helix formation (H Taskent-Sezgin, Biochemistry, 2010, 49, 6290-5) and to study fibril growth during amyloid formation (P. Marek, et al., J. Mol. Biol., 2010, 400, 878-88).

Cyanophenylalanines

Cat. Product Cat. Product Cat. Product
UHF138 H-Phe(2-CN)-OH UBF138 Boc-Phe(2-CN)-OH UFF138 Fmoc-Phe(2-CN)-OH
UHF238 H-D-Phe(2-CN)-OH UBF238 Boc-D-Phe(2-CN)-OH UFF238 Fmoc-D-Phe(2-CN)-OH
UHF118 H-Phe(3-CN)-OH UBF118 Boc-Phe(3-CN)-OH UFF118 Fmoc-Phe(3-CN)-OH
UHF218 H-D-Phe(3-CN)-OH UBF218 Boc-D-Phe(3-CN)-OH UFF218 Fmoc-D-Phe(3-CN)-OH
UHF119 H-Phe(4-CN)-OH UBF119 Boc-Phe(4-CN)-OH UFF119 Fmoc-Phe(4-CN)-OH
UHF219 H-D-Phe(4-CN)-OH UBF219 Boc-D-Phe(4-CN)-OH UFF219 Fmoc-D-Phe(4-CN)-OH

4-Substituted Phenylalanines

H-Bip-OH   Boc-Bip-OH   Fmoc-Bip-OH
H-D-Bip-OH   Boc-D-Bip-OH   Fmoc-D-Bip-OH
H-Bpa-OH   Boc-Bpa-OH   Fmoc-Bpa-OH
H-D-Bpa-OH   Boc-D-Bpa-OH   Fmoc-D-Bpa-OH
H-Phe(4-Br)-OH   Boc-Phe(4-Br)-OH   Fmoc-Phe(4-Br)-OH
H-D-Phe(4-Br)-OH   Boc-D-Phe(4-Br)-OH   Fmoc-D-Phe(4-Br)-OH
H-Phe(4-Cl)-OH   Boc-Phe(4-Cl)-OH   Fmoc-Phe(4-Cl)-OH
H-D-Phe(4-Cl)-OH   Boc-D-Phe(4-Cl)-OH   Fmoc-D-Phe(4-Cl)-OH
H-Phe(4-F)-OH   Boc-Phe(4-F)-OH   Fmoc-Phe(4-F)-OH
H-D-Phe(4-F)-OH HCl   Boc-D-Phe(4-F)-OH   Fmoc-D-Phe(4-F)-OH
H-Phe(4-I)-OH   Boc-Phe(4-I)-OH   Fmoc-Phe(4-I)-OH
H-D-Phe(4-I)-OH   Boc-D-Phe(4-I)-OH   Fmoc-D-Phe(4-I)-OH
H-Phe(4-CN)-OH   Boc-Phe(4-CN)-OH   Fmoc-Phe(4-CN)-OH
H-D-Phe(4-CN)-OH   Boc-D-Phe(4-CN)-OH   Fmoc-D-Phe(4-CN)-OH
H-Phe(4-Me)-OH   Boc-Phe(4-Me)-OH   Fmoc-Phe(4-Me)-OH
H-D-Phe(4-Me)-OH   Boc-D-Phe(4-Me)-OH   Fmoc--D-Phe(4-Me)-OH
H-Phe(4-CF3)-OH   Boc-Phe(4-CF3)-OH   Fmoc-Phe(4-CF3)-OH
H-D-Phe(4-CF3)-OH   Boc-D-Phe(4-CF3)-OH   Fmoc-D-Phe(4-CF3)-OH
H-Phe(4-NO2)-OH   Boc-Phe(4-NO2)-OH   Fmoc-Phe(4-NO2)-OH
H-D-Phe(4-NO2)-OH   Boc-D-Phe(4-NO2)-OH   Fmoc-D-Phe(4-NO2)-OH
H-Phe(4-NH2)-OH   Boc-Phe(4-NH2)-OH   Fmoc-Phe(4-NH2)-OH
H-D-Phe(4-NH2)-OH   Boc-D-Phe(4-NH2)-OH   Fmoc-D-Phe(4-NH2)-OH
        Fmoc-Phe(4-NHBoc)-OH
     


Fmoc-D-Phe(4-NHBoc)-OH

MSDS