دورية أكاديمية
Chemical Synthesis of an Orthogonally Protected 5,7-Diamino-3,5,7,9-tetradeoxy-d-glycero-l-gluco-2-nonulosonic Acid from N -Acetylneuraminic Acid.
| العنوان: | Chemical Synthesis of an Orthogonally Protected 5,7-Diamino-3,5,7,9-tetradeoxy-d-glycero-l-gluco-2-nonulosonic Acid from N -Acetylneuraminic Acid. |
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| المؤلفون: | Ding M; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China., Sun W; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China., Tian G; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China., Zou X; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China., Hu J; Wuxi School of Medicine, Jiangnan University, Wuxi 214122, China., Qin C; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, China., Yin J; Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, School of Life Sciences and Health Engineering, Jiangnan University, Wuxi 214122, China. |
| المصدر: | Organic letters [Org Lett] 2024 Jun 21; Vol. 26 (24), pp. 5215-5219. Date of Electronic Publication: 2024 Jun 11. |
| نوع المنشور: | Journal Article |
| 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: | N-Acetylneuraminic Acid*/chemistry , N-Acetylneuraminic Acid*/chemical synthesis , Sugar Acids*/chemistry , Sugar Acids*/chemical synthesis, Molecular Structure ; Fusobacterium nucleatum/chemistry ; Azides/chemistry |
| مستخلص: | Bacterial nonulosonic acids (NulOs), which feature a nine-carbon backbone, are associated with the biological functions of bacterial glycans. Here, an orthogonally protected 5-amino-7-azido-3,5,7,9-tetradeoxy-d-glycero-l-gluco-2-nonulosonic acid related to Fusobacterium nucleatum ATCC 23726 NulO was synthesized from N -acetylneuraminic acid with sequential performance of C5,7 azidation, C9 deoxygenation, C4 epimerization, and N5,7 differentiation. The C5 azido group in the obtained 5,7-diazido-NulO can be regioselectively reduced to differentiate the two amino groups. |
| المشرفين على المادة: | GZP2782OP0 (N-Acetylneuraminic Acid) 0 (Sugar Acids) 0 (Azides) 0 (5,7-diacetamido-3,5,7,9-tetradeoxynonulosonic acid) |
| تواريخ الأحداث: | Date Created: 20240611 Date Completed: 20240621 Latest Revision: 20240624 |
| رمز التحديث: | 20240624 |
| DOI: | 10.1021/acs.orglett.4c01861 |
| PMID: | 38861677 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society | تدمد: | 1523-7052 |
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| DOI: | 10.1021/acs.orglett.4c01861 |