دورية أكاديمية
Fine-Tuning Electroauxiliary-Mediated Peptide Modifications Using Second-Generation Electroactive Amino Acids.
| العنوان: | Fine-Tuning Electroauxiliary-Mediated Peptide Modifications Using Second-Generation Electroactive Amino Acids. |
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| المؤلفون: | Karipal Padinjare Veedu D; Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia.; Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, Australian National University, Canberra, ACT 2601, Australia., Connal LA; Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia., Malins LR; Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia.; Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, Australian National University, Canberra, ACT 2601, Australia. |
| المصدر: | Organic letters [Org Lett] 2023 May 26; Vol. 25 (20), pp. 3633-3638. Date of Electronic Publication: 2023 May 15. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Washington, DC : American Chemical Society, c1999- |
| مواضيع طبية MeSH: | Imino Acids* , Peptides*, Humans ; Oxidation-Reduction |
| مستخلص: | Arylthioether functional groups serve as effective electroauxiliaries for tunable oxidations. Herein, we disclose the synthesis of second-generation glutamine building blocks bearing 2,4-dimethoxythiophenyl and 2,4-dichlorothiophenyl-derived electroauxiliaries. These building blocks improve SPPS efficiency and enable fine-tuning of the electrochemical window for selective anodic oxidation reactions in comparison to first-generation 4-methoxythiophenyl- and 4-nitrothiophenyl-substituted variants. Installation onto a segment of involucrin, a protein component of human skin, emphasizes the practical application of the new building blocks for iterative functionalizations. |
| المشرفين على المادة: | 0 (Imino Acids) 0 (Peptides) |
| تواريخ الأحداث: | Date Created: 20230515 Date Completed: 20230529 Latest Revision: 20230622 |
| رمز التحديث: | 20230623 |
| DOI: | 10.1021/acs.orglett.3c00988 |
| PMID: | 37184435 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society | تدمد: | 1523-7052 |
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| DOI: | 10.1021/acs.orglett.3c00988 |