Enduracididine, a rare amino acid component of peptide antibiotics: Natural products and synthesis

Scholarly Works

• Bavo, F.; Avgerinos, C.; Martino, E.; Frølund, B. 2-Benzyl-6-carboxy-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-1-ium 2,2,2-trifluoroacetate. Molbank 2025, 2025, M2077. doi:10.3390/m2077
• Jeannette, P. L.; Budimir, Z. L.; Johnson, L. O.; Parkinson, E. I. Biocatalytic Tetrapeptide Macrocyclization by Cryptic Penicillin-binding Protein-type Thioesterases. 2025. doi:10.1101/2024.11.16.623930
• Xiao, W.; Jiang, W.; Chen, Z.; Huang, Y.; Mao, J.; Zheng, W.; Hu, Y.; Shi, J. Advance in peptide-based drug development: delivery platforms, therapeutics and vaccines. Signal transduction and targeted therapy 2025, 10, 74. doi:10.1038/s41392-024-02107-5
• Nelson, S.; Parkinson, E. I. Synthetic-bioinformatic natural product-inspired peptides. Natural product reports 2025, 42, 50–66. doi:10.1039/d4np00043a
• Kumari, D.; Nagendra, G. Synthetic Strategies and Biological Activities of Teixobactin and its Analogs: A Review. Current topics in medicinal chemistry 2025, 25, 1657–1699. doi:10.2174/0115680266344835241125074030
• Yushchuk, O.; Zhukrovska, K.; Binda, E.; Marinelli, F. Unraveling the Biosynthetic Logic Behind the Production of Ramoplanin and Related Lipodepsipeptide Antibiotics. Fermentation 2024, 10, 544. doi:10.3390/fermentation10110544
• Vuksanovic, N.; Melkonian, T. R.; Serrano, D. A.; Schwabacher, A. W.; Silvaggi, N. R. Structural and Biochemical Characterization of MppQ, an L-Enduracididine Biosynthetic Enzyme from Streptomyces hygroscopicus. Biochemistry 2023, 62, 3105–3115. doi:10.1021/acs.biochem.3c00428
• Cordoza, J. L.; Chen, P. Y.-T.; Blaustein, L. R.; Lima, S. T.; Fiore, M. F.; Chekan, J. R.; Moore, B. S.; McKinnie, S. M. K. Mechanistic and Structural Insights into a Divergent PLP-Dependent l-Enduracididine Cyclase from a Toxic Cyanobacterium. ACS catalysis 2023, 13, 9817–9828. doi:10.1021/acscatal.3c01294
• Buijs, N. P.; Matheson, E. J.; Cochrane, S. A.; Martin, N. I. Targeting membrane-bound bacterial cell wall precursors: a tried and true antibiotic strategy in nature and the clinic. Chemical communications (Cambridge, England) 2023, 59, 7685–7703. doi:10.1039/d3cc01070h
• Kotha, S.; Gaikwad, V.; Ansari, S. Design and synthesis of hexahydro pyrene containing unusual α-amino acid derivatives. Journal of Chemical Sciences 2023, 135. doi:10.1007/s12039-023-02170-5
• Cordoza, J. L.; Chen, P. Y.-T.; Blaustein, L. R.; Lima, S. T.; Fiore, M. F.; Chekan, J. R.; Moore, B. S.; McKinnie, S. M. K. Mechanistic and structural insights into a divergent PLP-dependent L-enduracididine cyclase from a toxic cyanobacterium. 2023. doi:10.1101/2023.03.21.533663
• Shukla, R.; Lavore, F.; Maity, S.; Derks, M. G. N.; Jones, C. R.; Vermeulen, B. J. A.; Melcrová, A.; Morris, M. A.; Becker, L. M.; Wang, X.; Kumar, R.; Medeiros-Silva, J.; van Beekveld, R. A. M.; Bonvin, A. M. J. J.; Lorent, J. H.; Lelli, M.; Nowick, J. S.; MacGillavry, H. D.; Peoples, A. J.; Spoering, A. L.; Ling, L. L.; Hughes, D. E.; Roos, W. H.; Breukink, E.; Lewis, K.; Weingarth, M. Teixobactin kills bacteria by a two-pronged attack on the cell envelope. Nature 2022, 608, 390–396. doi:10.1038/s41586-022-05019-y
• Qi, Y.-K.; Tang, X.; Wei, N.-N.; Pang, C.-J.; Du, S.-S.; Wang, K. Discovery, synthesis, and optimization of teixobactin, a novel antibiotic without detectable bacterial resistance. Journal of peptide science : an official publication of the European Peptide Society 2022, 28, e3428. doi:10.1002/psc.3428
• Vuksanovic, N.; Serrano, D. A.; Schwabacher, A. W.; Silvaggi, N. R. Structural and Preliminary Biochemical Characterization of MppQ, a PLP-Dependent Aminotransferase from Streptomyces hygroscopicus. Cold Spring Harbor Laboratory 2022. doi:10.1101/2022.04.03.486910
• Abaturov, A.; Kryuchko, T. Present and future etiological treatment of bacterial pneumonia 3. The antibacterial drugs under development. CHILD`S HEALTH 2021, 12, 590–603. doi:10.22141/2224-0551.12.5.2017.109278
• Horbal, L.; Stierhof, M.; Palusczak, A.; Eckert, N.; Zapp, J.; Luzhetskyy, A. Cyclofaulknamycin with the Rare Amino Acid D-capreomycidine Isolated from a Well-Characterized Streptomyces albus Strain. Microorganisms 2021, 9, 1609. doi:10.3390/microorganisms9081609
• Gangathade, N.; Nayani, K.; Bukya, H.; Mainkar, P. S.; Chandrasekhar, S. Scalable Synthesis of l-allo-Enduracididine: The Unusual Amino Acid Present in Teixobactin. Synlett 2021, 32, 1465–1468. doi:10.1055/a-1528-0625
• Yim, V.; Cameron, A. J.; Kavianinia, I.; Harris, P. W. R.; Brimble, M. A. Thiol-ene Enabled Chemical Synthesis of Truncated S-Lipidated Teixobactin Analogs. Frontiers in chemistry 2020, 8, 568. doi:10.3389/fchem.2020.00568
• Gunjal, V. B.; Thakare, R. P.; Chopra, S.; Reddy, D. S. Teixobactin: A Paving Stone toward a New Class of Antibiotics?. Journal of medicinal chemistry 2020, 63, 12171–12195. doi:10.1021/acs.jmedchem.0c00173
• Corrêa, R. C. G.; Heleno, S. A.; Alves, M. J.; Ferreira, I. C. Bacterial Resistance: Antibiotics of Last Generation used in Clinical Practice and the Arise of Natural Products as New Therapeutic Alternatives. Current pharmaceutical design 2020, 26, 815–837. doi:10.2174/1381612826666200224105153

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