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In an article, published in an article, once mentioned the application of 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine,molecular formula is C6H14N2, is a conventional compound. this article was the specific content is as follows.category: chiral-catalyst
Peptide nucleic acid (PNA) is an achiral nucleic acid mimic with a backbone consisting of partly flexible aminoethyl glycine units. By replacing the aminoethyl portion of the backbone by an amino cyclohexyl moiety, either in the (S,S) or the (R,R) configuration, we have synthesized conformationally constrained PNA residues PNA oligomers containing (S.S)-cyclohexyl residues were able to form hybrid complexes with DNA or RNA, with little effect on the thermal stability (DeltaT(m) = ±1C per (S.S) unit, depending on their number and the sequence). In contrast, incorporation of the (R.R) isomer- resulted in a drastic decrease in the stability of tile PNA DNA (or RNA) complex (DeltaT(m)= 8C per (R,R) unit). In PNA PNA duplexes, however, the (R,R)- and (S,S)-cyclohexyl residues only exerted a minor effect on the stability, and the complexes formed with the two isomers are of opposite handedness, as evidenced from circular dichroism spectroscopy. In some cases the introduction era single (S,S) residue in a PNA 15-mer improves its sequence specificity for DNA or RNA. From the thermal stabilities and molecular modeling based on the solution structure of a PNA DNA duplex determined by N MR techniques, we conclude that the right-handed helix can accommodate the (S,S) isomer more easily than the (R,R) isomer. Thermodynamic measurements of DeltaH and AS upon PNA DNA duplex formation show that the introduction of an (S,S)-cyclohexyl unit in the PNA does indeed decrease the entropy loss, indicating a more conformationally constrained structure. However, the more favorable entropic contribution is balanced by a reduced enthalpic gain, indicating that the structure constrained by the cyclohexyl group is not so well suited for DNA hybridization.
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Reference:
Chiral Catalysts,
Chiral catalysts – SlideShare