Studies of a chemically modified oligodeoxynucleotide containing a 5-atom amide backbone which exhibits improved binding to RNA

C. J. Wilds; G. Minasov; F. Natt; P. Von Matt; K. H. Altmann; M. Egli

doi:10.1081/NCN-100002475

Studies of a chemically modified oligodeoxynucleotide containing a 5-atom amide backbone which exhibits improved binding to RNA

C. J. Wilds, G. Minasov, F. Natt, P. Von Matt, K. H. Altmann, M. Egli^*

^*Corresponding author for this work

Microbiology-Immunology

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

29 Scopus citations

Abstract

Chimeric oligodeoxyribonucleotides where the phosphodiester linkage -C3′O-PO_2- -O-CH₂-C4′- of DNA is substituted by the amide linkage -C3′-CH₂CH^*(CH₃) -CO-NH-CH₂-C4′ (^*either R or S stereochemistry) have been prepared and their binding to RNA targets have been investigated. Incorporation of a single amide unit increases the T_m by approximately 1.4-1.9°C. Circular dichroic spectra of these modified duplexes are similar to the wildtype DNA/RNA.

Original language	English (US)
Pages (from-to)	991-994
Number of pages	4
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	20
Issue number	4-7
DOIs	https://doi.org/10.1081/NCN-100002475
State	Published - 2001

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Genetics

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10.1081/NCN-100002475

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title = "Studies of a chemically modified oligodeoxynucleotide containing a 5-atom amide backbone which exhibits improved binding to RNA",

abstract = "Chimeric oligodeoxyribonucleotides where the phosphodiester linkage -C3′O-PO2- -O-CH2-C4′- of DNA is substituted by the amide linkage -C3′-CH2CH*(CH3) -CO-NH-CH2-C4′ (*either R or S stereochemistry) have been prepared and their binding to RNA targets have been investigated. Incorporation of a single amide unit increases the Tm by approximately 1.4-1.9°C. Circular dichroic spectra of these modified duplexes are similar to the wildtype DNA/RNA.",

author = "Wilds, {C. J.} and G. Minasov and F. Natt and {Von Matt}, P. and Altmann, {K. H.} and M. Egli",

note = "Funding Information: This work was supported by the National Institutes of Health (GM-55237 to M.E.). Thanks to the National Science and Engineering Research Council of Canada (NSERC) for granting a postdoctoral fellowship to CJW. Finally we are grateful to Profs. R. Letsinger and F. Lewis (Northwestern University) for use of their DNA synthesizer.",

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doi = "10.1081/NCN-100002475",

language = "English (US)",

volume = "20",

pages = "991--994",

journal = "Nucleosides, Nucleotides and Nucleic Acids",

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T1 - Studies of a chemically modified oligodeoxynucleotide containing a 5-atom amide backbone which exhibits improved binding to RNA

AU - Wilds, C. J.

AU - Minasov, G.

AU - Natt, F.

AU - Von Matt, P.

AU - Altmann, K. H.

AU - Egli, M.

N1 - Funding Information: This work was supported by the National Institutes of Health (GM-55237 to M.E.). Thanks to the National Science and Engineering Research Council of Canada (NSERC) for granting a postdoctoral fellowship to CJW. Finally we are grateful to Profs. R. Letsinger and F. Lewis (Northwestern University) for use of their DNA synthesizer.

PY - 2001

Y1 - 2001

N2 - Chimeric oligodeoxyribonucleotides where the phosphodiester linkage -C3′O-PO2- -O-CH2-C4′- of DNA is substituted by the amide linkage -C3′-CH2CH*(CH3) -CO-NH-CH2-C4′ (*either R or S stereochemistry) have been prepared and their binding to RNA targets have been investigated. Incorporation of a single amide unit increases the Tm by approximately 1.4-1.9°C. Circular dichroic spectra of these modified duplexes are similar to the wildtype DNA/RNA.

AB - Chimeric oligodeoxyribonucleotides where the phosphodiester linkage -C3′O-PO2- -O-CH2-C4′- of DNA is substituted by the amide linkage -C3′-CH2CH*(CH3) -CO-NH-CH2-C4′ (*either R or S stereochemistry) have been prepared and their binding to RNA targets have been investigated. Incorporation of a single amide unit increases the Tm by approximately 1.4-1.9°C. Circular dichroic spectra of these modified duplexes are similar to the wildtype DNA/RNA.

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Studies of a chemically modified oligodeoxynucleotide containing a 5-atom amide backbone which exhibits improved binding to RNA

Abstract

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