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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Exhibition Hall 2+3 |
| Time |
10월 20일 (금요일) 13:00~14:30 |
| Code |
ORGN.P-262 |
| Subject |
Solid-Phase Total Synthesis of Peptoid-Based Daptomycin Analog |
| Authors |
Hyun-Ju Im, Yong-Uk Kwon*
Department of Chemistry and Nanoscience, Ewha Womans University, Korea
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| Abstract |
Peptides are interesting molecules that can be used as chemical tools in medicine, biochemical sciences, protein capture and purification, diagnostics, etc. But, there are several unexpected drawbacks such as limited cell permeability, sensitivity to proteases and poor bioavailability. Therefore, various peptidomimetics have been developed to overcome these disadvantages. Among them, peptoids (N-substituted oligoglycines) not only complement these shortcomings but also have several advantages such as improved cell permeability, easy synthesis and high cellular stability. Especially cyclic peptoids may possess higher binding affinity against proteins because of increased conformational rigidity and relatively preorganized structures, compared to their linear counterparts. Moreover, if they have a specific site like lipid chain, they may be used as antibiotics based on their characteristics.
Daptomycin is a molecule consisting of 10 amino acids in cyclic form and a linear 3 amino acid side chain modified with an undecanoyl lipid at the N-terminus. And it has potent bactericidal activity with a unique mode of action against otherwise antibiotic-resistant Gram-positive pathogens. Thus, we envisioned to develop peptoid-based daptomycin analog which might have better bioactivity than daptomycin and might also resolve resistance problems. In this presentation, we will introduce synthetic studies on new peptoid analog of daptomycin on solid-phase.
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| E-mail |
zxmankk@gmail.com |
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120th General Meeting of the KCS