303049-62-9Relevant academic research and scientific papers
Syntheses and lipophilicity measurement of Nα/N-terminus-1,1-dihydroperfluoroalkylated α-amino acids and small peptides
DesMarteau, Darryl D.,Lu, Changqing
, p. 1326 - 1334 (2008/02/08)
(1,1-Dihydroperfluoroalkyl)phenyliodonium N,N-bis(trifluoromethylsulfonyl)imides (4, n = 0-2) were synthesized and used to transfer the corresponding 1,1-dihydroperfluoroalkyl groups to the α-amino group of (l)tyrosine. The obtained Nα-2,2,2-trifluoroethylated (l)tyrosine (6, n = 0) was further used as the N-terminus in the solid phase peptide synthesis of leucine enkephalin analogue. The lipophilicity of the Nα-1,1-dihydroperfluoroalkylated (l)tyrosines (6, n = 0-2) and N-terminus-2,2,2-trifluoroethylated leucine enkephalin analogue (7), as well as the corresponding parent compounds, was measured.
Synthesis of mono Nα-trifluoroethylated cyclic dipeptides
DesMarteau, Darryl D.,Lu, Changqing
, p. 561 - 564 (2007/10/03)
Trifluoroethylated N-termini in linear dipeptides l-TyrXOR [X = Gly, D-Ala, L-Leu, L-Phe, and L-Glu; R = H, Me, Et] exhibit sufficient nucleophilicity to give piperazine-2,5-dione ring formation through intramolecular cyclization reaction in acidic aqueou
