Academic Journal
Systematic Evaluation of On-DNA Nitro Reduction Reactions in Short and Elongated DNA Tags for DNA-Encoded Library Construction.
| Τίτλος: | Systematic Evaluation of On-DNA Nitro Reduction Reactions in Short and Elongated DNA Tags for DNA-Encoded Library Construction. |
|---|---|
| Συγγραφείς: | Suh Y; Therapeutics & Biotechnology Division, Korea Research Institute of Chemical Technology, Daejeon34114, Republic of Korea.; Medicinal Chemistry & Pharmacology, University of Science & Technology, Daejeon34113, Republic of Korea., Cho KJ; Therapeutics & Biotechnology Division, Korea Research Institute of Chemical Technology, Daejeon34114, Republic of Korea., Kim HJ; Therapeutics & Biotechnology Division, Korea Research Institute of Chemical Technology, Daejeon34114, Republic of Korea.; Medicinal Chemistry & Pharmacology, University of Science & Technology, Daejeon34113, Republic of Korea., Jeon H; Therapeutics & Biotechnology Division, Korea Research Institute of Chemical Technology, Daejeon34114, Republic of Korea.; Medicinal Chemistry & Pharmacology, University of Science & Technology, Daejeon34113, Republic of Korea. |
| Πηγή: | The Journal of organic chemistry [J Org Chem] 2026 Sep 04; Vol. 91 (35), pp. 11916-11922. |
| Τύπος έκδοσης: | Journal Article |
| Γλώσσα: | English |
| Στοιχεία περιοδικού: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 2985193R Publication Model: Print Cited Medium: Internet ISSN: 1520-6904 (Electronic) Linking ISSN: 00223263 NLM ISO Abbreviation: J Org Chem Subsets: MEDLINE |
| Imprint Name(s): | Publication: Columbus Oh : American Chemical Society Original Publication: Easton, Pa. [etc.] |
| Ιατρικοί όροι (MeSH): | DNA*/chemistry , Nitro Compounds*/chemistry , Gene Library*, Oxidation-Reduction |
| Περίληψη: | DNA-encoded library (DEL) synthesis necessitates robust on-DNA chemical transformations that remain dependable throughout multistep library construction, especially for elongated DNA constructs. This study assessed the efficiency of commonly used on-DNA nitro reduction reactions under conditions relevant to practical DEL synthesis to evaluate the impact of DNA tag elongation. Although iron(II)-, diboron-, palladium(II)-, and dithionite-mediated reductions showed high efficiency for short DNA constructs, their performances varied significantly with DNA tag elongation. The generality of these reduction conditions was further explored across a diverse set of nitro-containing substrates, and their chemoselectivities toward additional functional groups were assessed to reflect realistic DEL design considerations. These findings underscore the importance of evaluating on-DNA chemistry beyond minimal tag systems and offer practical guidance for selecting suitable nitro reduction conditions for reliable DEL construction. (© 2026 American Chemical Society.) |
| Grant Information: | RS-2023-00235550 National Research Foundation of Korea |
| Substance Nomenclature: | 9007-49-2 (DNA) 0 (Nitro Compounds) |
| Entry Date(s): | Date Created: 20260904 Date Completed: 20260904 Latest Revision: 20260904 |
| Update Code: | 20260905 |
| DOI: | 10.1021/acs.joc.6c00675 |
| PMID: | 42695729 |
| Βάση Δεδομένων: | MEDLINE |
| ISSN: | 1520-6904 |
|---|---|
| DOI: | 10.1021/acs.joc.6c00675 |