Skip to main content

Research Repository

Advanced Search

All Outputs (8)

Biocatalytic Nucleobase Diversification of 4'-Thionucleosides and Application of Derived 5-Ethynyl-4'-thiouridine for RNA synthesis detection. (2024)
Journal Article
Westarp, S., Benckendorff, C., Motter, J., Rohrs, V., Sanghvi, Y., Neubauer, P., …Miller, G. J. (in press). Biocatalytic Nucleobase Diversification of 4'-Thionucleosides and Application of Derived 5-Ethynyl-4'-thiouridine for RNA synthesis detection. Angewandte Chemie, Article e202405040. https://doi.org/10.1002/anie.202405040

Nucleoside and nucleotide analogues have proven to be transformative in the treatment of viral infections and cancer. One branch of structural modification to deliver new nucleoside analogue classes explores replacement of canonical ribose oxygen wit... Read More about Biocatalytic Nucleobase Diversification of 4'-Thionucleosides and Application of Derived 5-Ethynyl-4'-thiouridine for RNA synthesis detection..

Preparation of a 4′‐Thiouridine Building‐Block for Solid‐Phase Oligonucleotide Synthesis (2023)
Journal Article
Benckendorff, C. M. M., Sanghvi, Y. S., & Miller, G. J. (2023). Preparation of a 4′‐Thiouridine Building‐Block for Solid‐Phase Oligonucleotide Synthesis. Current Protocols in Neuroscience, 3(9), e878. https://doi.org/10.1002/cpz1.878

Starting from a commercially available thioether, we report a nine‐step synthesis of a 4′‐thiouridine phosphoramidite building‐block. We install the uracil nucleobase using Pummerer‐type glycosylation of a sulfoxide intermediate followed by a series... Read More about Preparation of a 4′‐Thiouridine Building‐Block for Solid‐Phase Oligonucleotide Synthesis.

Chemical synthesis of fluorinated carbocyclic nucleoside analogues (2023)
Thesis
Benckendorff, C. M. M. (2023). Chemical synthesis of fluorinated carbocyclic nucleoside analogues. (Thesis). Keele University. Retrieved from https://keele-repository.worktribe.com/output/529473

Since the discovery of their pharmaceutical potential, nucleoside analogues have become one of the most important classes of chemotherapeutic agents in the treatment of many cancers and viral infections. In many chronic illnesses, such as HBV or HIV... Read More about Chemical synthesis of fluorinated carbocyclic nucleoside analogues.

Chemical Diversification of Carbocyclic Fluorinated Pyrimidine Nucleosides: Introducing 2'-Arabino Analogues and Ring Unsaturation (2023)
Journal Article
Benckendorff, C. M. M., Hawes, C. S., Smith, M., & Miller, G. J. (2023). Chemical Diversification of Carbocyclic Fluorinated Pyrimidine Nucleosides: Introducing 2'-Arabino Analogues and Ring Unsaturation. SYNLETT, 35(06), 659-664. https://doi.org/10.1055/a-2079-9310

Analogues of the canonical nucleosides have a longstanding presence and proven capability within medicinal chemistry and drug-discovery research. Herein, we report chemical diversification of carbocyclic pyrimidine nucleosides containing CF2 and CHF... Read More about Chemical Diversification of Carbocyclic Fluorinated Pyrimidine Nucleosides: Introducing 2'-Arabino Analogues and Ring Unsaturation.

Synthesis of fluorinated carbocyclic pyrimidine nucleoside analogues (2022)
Journal Article
Benckendorff, C., Slyusarchuk, V. D., Huang, N., Lima, M. A., Smith, M., & Miller, G. J. (2022). Synthesis of fluorinated carbocyclic pyrimidine nucleoside analogues. Organic and Biomolecular Chemistry, 20(47), 9469 - 9489. https://doi.org/10.1039/D2OB01761J

Analogues of the canonical nucleosides have a longstanding presence and proven capability within medicinal chemistry and drug discovery research. The synthesis reported herein successfully replaces furanose oxygen with CF2 and CHF in pyrimidine nucle... Read More about Synthesis of fluorinated carbocyclic pyrimidine nucleoside analogues.

Recent Advances in the Chemical Synthesis and Evaluation of Anticancer Nucleoside Analogues. (2020)
Journal Article
Guinan, M., Benckendorff, C., Smith, M., & Miller, G. (2020). Recent Advances in the Chemical Synthesis and Evaluation of Anticancer Nucleoside Analogues. Molecules, 25(9), https://doi.org/10.3390/molecules25092050

Nucleoside analogues have proven to be highly successful chemotherapeutic agents in the treatment of a wide variety of cancers. Several such compounds, including gemcitabine and cytarabine, are the go-to option in first-line treatments. However, thes... Read More about Recent Advances in the Chemical Synthesis and Evaluation of Anticancer Nucleoside Analogues..