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| Type |
Poster Presentation |
| Area |
Life Chemistry |
| Room No. |
Exhibition Hall 2 |
| Time |
4월 19일 (금요일) 11:00~12:30 |
| Code |
LIFE.P-380 |
| Subject |
Metalloporphyrin-peptoid conjugates (MPPCs): Host-guest interaction and chiral recognition |
| Authors |
Yen Jea Lee, Jiwon Seo1,*
Department of Chemistry, Gwangju Institute of Science and Technology, Korea
1Gwangju Institute of Science and Technology, Korea
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| Abstract |
Natural heme cofactors utilize additional axial ligands such as methionine and histidine to finely control molecular energy level and geometry of metal center. By mimicking this interesting phenomenon and by introducing cooperativity to this natural strategy, porphyrin tweezers were developed as molecular tweezers for the analysis of chirality of substrates in the field of host-guest chemistry. However, porphyrin tweezers employing sequence-specific scaffold have rarely developed, although there is an anticipation to expand the application area of porphyrin tweezers including photo-, asymmetric, and oxidation catalysis. Herein, we synthesized metalloporphyrin–peptoid conjugates (MPPCs) displaying two metalloporphyrins on a peptoid scaffold with either achiral unfolded (1) or chirally helical (2 and 3) secondary structures. Host-guest complexation of MPPCs was realized with various guests of different lengths and basicities, and the extent of complexation was measured by UV-vis and circular dichroism (CD) spectroscopic titration. Based on this analysis, we can conclude that due to the inherent flexibility of peptoid backbone, MPPCs can recognize, contrast, and analyze various achiral, chiral, or racemic molecules possessing a broad type of functional groups. Currently, we are focusing to apply the host-guest complexation of MPPCs into a novel approach to control catalysis mediated by metalloporphyrins. |
| E-mail |
leeyeonjae@gist.ac.kr |
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123rd General Meeting of the KCS