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Sequence dependent N-terminal rearrangement and degradation of peptide nucleic acid (PNA) in aqueous solutionThe stability of the PNA (peptide nucleic acid) thymine monomer inverted question markN-[2-(thymin-1-ylacetyl)]-N-(2-aminoaminoethyl)glycine inverted question mark and those of various PNA oligomers (5-8-mers) have been measured at room temperature (20 degrees C) as a function of pH. The thymine monomer undergoes N-acyl transfer rearrangement with a half-life of 34 days at pH 11 as analyzed by 1H NMR; and two reactions, the N-acyl transfer and a sequential degradation, are found by HPLC analysis to occur at measurable rates for the oligomers at pH 9 or above. Dependent on the amino-terminal sequence, half-lives of 350 h to 163 days were found at pH 9. At pH 12 the half-lives ranged from 1.5 h to 21 days. The results are discussed in terms of PNA as a gene therapeutic drug as well as a possible prebiotic genetic material.
Document ID
20040088776
Acquisition Source
Legacy CDMS
Document Type
Reprint (Version printed in journal)
Authors
Eriksson, M.
(The Panum Institute Copenhagen, Denmark)
Christensen, L.
Schmidt, J.
Haaima, G.
Orgel, L.
Nielsen, P. E.
Date Acquired
August 21, 2013
Publication Date
January 1, 1998
Publication Information
Publication: Nouveau journal de chimie
Volume: 22
ISSN: 0398-9836
Subject Category
Exobiology
Distribution Limits
Public
Copyright
Other
Keywords
Non-NASA Center
NASA Discipline Exobiology

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