Abstract
New hydrophilic linkers of the formula Fmoc-NHCH2CH2COO(CH2CH2O)4X (X=COCH2CH2COOH Fmoc-Ats (2), X=CONHCH2COOH Fmoc-Atg (4) and X=CONHCH2CH2COOH Fmoc-Ata (5) have been prepared by heterobifunctional modification of tetraethylene glycol as starting material. These linkers represent a useful tool for solid phase peptide synthesis according to Fmoc/tBu strategy. Two examples are presented to illustrate the applicability of these building blocks: (i) spacing between biotin and a peptide epitope of the hepatitis C virus and evaluation in a biotin-streptavidin ELISA, and (ii) coupling of the new linker to the N- and C-terminus of the peptide antibiotic alamethicin to show eventual influences on the peptide's α-helical conformation.
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