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129th General Meeting of Korean Chemical Society & Exposition Controlling the screw sense of 12/10-helix β-Peptides by modifying terminal groups

Submission Date :
2 / 28 / 2022 , 16 : 55 : 24
Abstract Number :
Presenting Type:
Poster Presentation
Presenting Area :
Organic Chemistry
Authors :
Kyung In Jang, Soo Hyuk Choi1,*
Department of chemistry, Yonsei University, Korea
1Department of Chemistry, Yonsei University, Korea
Assigned Code :
ORGN.P-636 Assigend Code Guideline
Presenting Time :
April 15 (FRI) 11:00~13:00
Peptide oligomers with specific β-amino acids adopt 12/10-helical structure. Especially, cis-2-aminocyclohexanecarboxylic acid (cis-ACHC) is a well-known cyclic β-amino acid which forms 12/10-helix structure. Heterogeneous cis-ACHC oligomers with alternating chirality show rapid interconversion between two conformations, P-helix (right-handed) and M-helix (left-handed) in solution. Our main focus is on controlling this relative population by introducing functional group at the N-terminal in oligomer. We introduced several functional groups that might prefer a specific screw sense. Our group synthesized various tetrapeptides that have different terminal group. To specify helical screw sense tendency, circular dichroism analysis was conducted under protic and aprotic solvents. Effects of terminal group modification are also indicated by single crystal X-ray diffraction.