Synthesis and stability of oligonucleotide duplexes containing N4 aralkyl-substituted cytosine bases

Mark P. Wallis; Carl H. Schwalbe; William Fraser

doi:10.1080/07328319708002555

Synthesis and stability of oligonucleotide duplexes containing N4 aralkyl-substituted cytosine bases

Mark P. Wallis
, Carl H. Schwalbe
, William Fraser

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

N4 aralkyl-substituted cytosine nucleosides, available directly by displacement of the PfpO group at C4 of 5'-O-DMT-protected nucleoside 4, were efficiently incorporated into short oligonucleotides. Aralkyl substitution at the N4 of cytosine was entropically stabilising but offset by loss in enthalpy resulting overall in duplex destabilisation.

Original language	English
Pages (from-to)	2053-2068
Number of pages	16
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	16
Issue number	10-11
DOIs	https://doi.org/10.1080/07328319708002555
Publication status	Published - 1 Jan 1997

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title = "Synthesis and stability of oligonucleotide duplexes containing N4 aralkyl-substituted cytosine bases",

abstract = "N4 aralkyl-substituted cytosine nucleosides, available directly by displacement of the PfpO group at C4 of 5'-O-DMT-protected nucleoside 4, were efficiently incorporated into short oligonucleotides. Aralkyl substitution at the N4 of cytosine was entropically stabilising but offset by loss in enthalpy resulting overall in duplex destabilisation.",

author = "Wallis, \{Mark P.\} and Schwalbe, \{Carl H.\} and William Fraser",

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AU - Wallis, Mark P.

AU - Schwalbe, Carl H.

AU - Fraser, William

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N2 - N4 aralkyl-substituted cytosine nucleosides, available directly by displacement of the PfpO group at C4 of 5'-O-DMT-protected nucleoside 4, were efficiently incorporated into short oligonucleotides. Aralkyl substitution at the N4 of cytosine was entropically stabilising but offset by loss in enthalpy resulting overall in duplex destabilisation.

AB - N4 aralkyl-substituted cytosine nucleosides, available directly by displacement of the PfpO group at C4 of 5'-O-DMT-protected nucleoside 4, were efficiently incorporated into short oligonucleotides. Aralkyl substitution at the N4 of cytosine was entropically stabilising but offset by loss in enthalpy resulting overall in duplex destabilisation.

UR - https://www.scopus.com/pages/publications/0031469118

UR - http://www.tandfonline.com/doi/pdf/10.1080/07328319708002555

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DO - 10.1080/07328319708002555

M3 - Article

AN - SCOPUS:0031469118

SN - 0732-8311

VL - 16

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JO - Nucleosides, Nucleotides and Nucleic Acids

JF - Nucleosides, Nucleotides and Nucleic Acids

IS - 10-11

ER -

Synthesis and stability of oligonucleotide duplexes containing N4 aralkyl-substituted cytosine bases

Abstract

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