First total synthesis of antifungal cyclopeptide tunicyclin d by a solid-phase method
Autor: | Junxiang Guo, Gen-jin Yang, Honggang Hu, Chunmei Zhang, Weifeng Wu, Ming Juan Xu |
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Rok vydání: | 2012 |
Předmět: |
Antifungal
chemistry.chemical_classification medicine.drug_class Stereochemistry Total synthesis Plant Science General Chemistry Solution synthesis Combinatorial chemistry General Biochemistry Genetics and Molecular Biology Amino acid chemistry.chemical_compound Solid-phase synthesis chemistry Peptide synthesis medicine Tunicyclin D Phase method |
Zdroj: | Chemistry of Natural Compounds. 48:447-450 |
ISSN: | 1573-8388 0009-3130 |
DOI: | 10.1007/s10600-012-0270-9 |
Popis: | The present study deals with the first total synthesis of a new antifungal cyclic octapeptide, tunicyclin D, cyclo[VNIPPWHG], where all the amino acids are L-configuration, by a two-step solid-phase/solution synthesis strategy. The linear octapeptide was assembled by a solid-phase peptide synthesis (SPPS) method. Subsequently cyclization and deprotection were achieved in solution with high efficiency and reproducibility. The final product was purified by preparative RP-HPLC, and its structure was identified by ESI-MS, 1 H NMR, 13 C NMR, and HR-QTOF-MS. |
Databáze: | OpenAIRE |
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