Vancomycin Aglycon (CAS 82198-76-3)
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Vancomycin Aglycon is a compound that is used extensively in research focused on the study of antibiotic mechanisms. This molecule, lacking the sugar moieties found in the parent compound vancomycin, allows scientists to dissect the role of the glycosyl groups in antibiotic activity. In research focused on bacterial cell wall synthesis, Vancomycin Aglycon is valuable for investigating how antibiotics bind to their target sites, specifically the D-alanyl-D-alanine termini of peptidoglycan precursors. This compound is also employed in the synthesis of vancomycin analogs, where modifications to the aglycon structure can lead to molecules with different properties and activities. In addition, Vancomycin Aglycon serves as a tool in the study of resistance mechanisms, as it helps in understanding the structural changes in bacteria that lead to reduced antibiotic efficacy.
Vancomycin Aglycon (CAS 82198-76-3) References
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- Synthesis and evaluation of vancomycin and vancomycin aglycon analogues that bear modifications in the residue 3 asparagine. | McAtee, JJ., et al. 2002. Bioorg Med Chem Lett. 12: 1319-22. PMID: 11965380
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- Synthesis and evaluation of vancomycin aglycon analogues that bear modifications in the N-terminal D-leucyl amino acid. | Crane, CM. and Boger, DL. 2009. J Med Chem. 52: 1471-6. PMID: 19209892
- A redesigned vancomycin engineered for dual D-Ala-D-ala And D-Ala-D-Lac binding exhibits potent antimicrobial activity against vancomycin-resistant bacteria. | Xie, J., et al. 2011. J Am Chem Soc. 133: 13946-9. PMID: 21823662
- Total synthesis of [Ψ[C(═S)NH]Tpg4]vancomycin aglycon, [Ψ[C(═NH)NH]Tpg4]vancomycin aglycon, and related key compounds: reengineering vancomycin for dual D-Ala-D-Ala and D-Ala-D-Lac binding. | Xie, J., et al. 2012. J Am Chem Soc. 134: 1284-97. PMID: 22188323
- Silver(I)-promoted conversion of thioamides to amidines: divergent synthesis of a key series of vancomycin aglycon residue 4 amidines that clarify binding behavior to model ligands. | Okano, A., et al. 2012. J Am Chem Soc. 134: 8790-3. PMID: 22568755
- Enzymatic glycosylation of vancomycin aglycon: completion of a total synthesis of vancomycin and N- and C-terminus substituent effects of the aglycon substrate. | Nakayama, A., et al. 2014. Org Lett. 16: 3572-5. PMID: 24954524
- Lipophilic vancomycin aglycon dimer with high activity against vancomycin-resistant bacteria. | Yarlagadda, V., et al. 2015. Bioorg Med Chem Lett. 25: 5477-80. PMID: 26525861
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- Next-Generation Total Synthesis of Vancomycin. | Moore, MJ., et al. 2020. J Am Chem Soc. 142: 16039-16050. PMID: 32885969
- Molecular Dynamics Simulation of Atomic Interactions in the Vancomycin Binding Site. | Olademehin, OP., et al. 2021. ACS Omega. 6: 775-785. PMID: 33458529
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Vancomycin Aglycon, 1 mg | sc-391258 | 1 mg | $326.00 |