@inbook{2b5d5e4d16074e42a69ff15757132402,
title = "Facile Preparation of PNA-Peptide Conjugates with a Polar Maleimide-Thioether Linkage",
abstract = "Conjugation of a delivery peptide containing a thiol functionality (e.g., a cysteine residue) with a PNA oligomer displaying a single unprotected aliphatic primary amine (e.g., the N-terminus or a C-terminal lysine residue) can be achieved via a one-pot modification with a bisfunctional maleimide linker also displaying a reactive N-hydroxysuccinimidyl ester group (e.g., Mal-PEG2-OSu). Here, an optimized protocol with respect to ratios between the reactants as well as recommended reaction times is presented. Formation and conversion of the maleimide-PNA intermediate was followed by analytical HPLC as exemplified by its conjugation to (KFF)3K-Cys-NH2. In addition, the reaction time required for direct conversion of a preformed Mal-(CH2)2-(C=O)-PNA oligomer in the presence of a slight excess of thiol-modified peptide (with a varying degree of sterical hindrance: HS-(CH2)2-CONH-(KFF)3K-NH2, (KFF)3K-hCys-NH2 and (KFF)3K-Cys-NH2) is provided.",
author = "Hansen, {Anna Mette} and Shaikh, {Ashif Yasin} and Henrik Franzyk",
year = "2020",
doi = "10.1007/978-1-0716-0243-0_6",
language = "English",
isbn = "978-1-0716-0242-3",
series = "Methods in molecular biology (Clifton, N.J.)",
publisher = "Humana Press",
pages = "97--118",
editor = "{Peter E. Nielsen}",
booktitle = "Peptide Nucleic Acids",
address = "United States",
}