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Synthesis of Peptide Nucleic Acid Monomers via N‐Alkylation of Nosyl‐protected Amino Acids with N‐Boc Bromoethyl Amine

Publication Type : Journal Article

Source : ChemistrySelect Volume 3 Issue 14 Pages 3948-3951, 2018

Url : https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.201800202

Campus : Coimbatore

School : School of Physical Sciences

Year : 2018

Abstract : We have developed an alternate and effective pathway for completely protected peptide nucleic acid (PNA) monomer synthesis. The process involves alkylation of nosyl protected amino acids with N‐Boc protected bromoethyl amine followed by deprotection of the nosyl group and condensation of thymine‐1‐acetic acid which was chosen as a nucleobase. The key intermediates, chiral/achiral PNA backbone, were obtained with an average overall yield of 50–60%. The glycine, valine, alanine and serine derived PNA monomers were prepared in four steps, starting from readily available materials and this result suggests that our approach is executable in all amino acids.

Cite this Research Publication : Sudhakar Reddy Malamgari, Priyadharshini Manikandan, Prasanna Ramani, Vishweshwar Rao Katta, "Synthesis of Peptide Nucleic Acid Monomers via N‐Alkylation of Nosyl‐protected Amino Acids with N‐Boc Bromoethyl Amine", ChemistrySelect Volume 3 Issue 14 Pages 3948-3951, 2018

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