Synthesis and Evaluation of Modified Oligodeoxynucleotides Containing Diphosphodiester Internucleotide Linkages

Ahmadibeni, Yousef; Parang, Keykavous

doi:10.1002/ange.200605029

Cited by 4 publications

(1 citation statement)

References 39 publications

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“…Ahmadibeni and Parangh ave described pplinked DNA ONs. [11,12] However,w eh ave been unable to reproduce their results. Moreover,t he claims of Ahmadibenia nd Parang have been called into question.…”

Section: Resultsmentioning

confidence: 99%

Heterogeneous Pyrophosphate‐Linked DNA–Oligonucleotides: Aversion to DNA but Affinity for RNA

Anderson

Krishnamurthy

2018

Chemistry A European J

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Pyrophosphate linkages are important in extant biology and are hypothesized to have played a role in prebiotic chemistry and in the origination of oligonucleotides. Inspired by pyrophosphate as backbones of primordial oligomers, DNA oligomers with varying amounts of pyrophosphate inserts (ppDNA) were synthesized and investigated for their base-pairing properties. As expected, pyrophosphate inserts into the backbone compromised the thermal stability of ppDNA-DNA duplexes. In contrast, the ppDNA-RNA duplex exhibited, remarkably, duplex stability, even with accumulation of pyrophosphate linkages. This seems to be a consequence of an increase in the diameter of the double-helix with eight-bond-repeat units, and higher inclination of the base-pair axis with respect to the backbone in RNA (A-form), compared with that in DNA (B-form). These results suggest that pyrophosphate-linked oligonucleotides could harbor functional capabilities with implications for their roles in the origins of life and chemical biology.

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Section: Resultsmentioning

confidence: 99%

Heterogeneous Pyrophosphate‐Linked DNA–Oligonucleotides: Aversion to DNA but Affinity for RNA

Anderson

Krishnamurthy

2018

Chemistry A European J

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Synthesis of Well‐Defined Adenosine Diphosphate Ribose Oligomers

et al. 2015

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The post-translational modification of proteins that is knowna sa denosine diphosphate ribosylation (ADPr) regulates aw ide variety of important biological processes, such as DNA-damage repair and cellular metabolism. This modification is also involved in carcinogenesis and the process of aging.T herefore,abetter understanding of the function of ADP-ribosylation is crucial for the development of novel therapeutics.T of acilitate the elucidation of the biology of ADPr,the availability of well-defined fragments of poly(ADPribose) is essential. Herein we report as olid-phase synthetic approach for the preparation of ADP-ribose oligomers of exactly defined length. The methodology is exemplified by the first reported synthesis of an ADP-ribose dimer and trimer.

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Synthesis of Well‐Defined Adenosine Diphosphate Ribose Oligomers

et al. 2015

View full text Add to dashboard Cite

The post-translational modification of proteins that is known as adenosine diphosphate ribosylation (ADPr) regulates a wide variety of important biological processes, such as DNA-damage repair and cellular metabolism. This modification is also involved in carcinogenesis and the process of aging. Therefore, a better understanding of the function of ADP-ribosylation is crucial for the development of novel therapeutics. To facilitate the elucidation of the biology of ADPr, the availability of well-defined fragments of poly(ADP-ribose) is essential. Herein we report a solid-phase synthetic approach for the preparation of ADP-ribose oligomers of exactly defined length. The methodology is exemplified by the first reported synthesis of an ADP-ribose dimer and trimer.

show abstract

Synthesis and Evaluation of Modified Oligodeoxynucleotides Containing Diphosphodiester Internucleotide Linkages

Cited by 4 publications

References 39 publications

Heterogeneous Pyrophosphate‐Linked DNA–Oligonucleotides: Aversion to DNA but Affinity for RNA

Heterogeneous Pyrophosphate‐Linked DNA–Oligonucleotides: Aversion to DNA but Affinity for RNA

Synthesis of Well‐Defined Adenosine Diphosphate Ribose Oligomers

Synthesis of Well‐Defined Adenosine Diphosphate Ribose Oligomers

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