引用本文:
Zhi Yuan Cong, Long Fei Yang, Ling Jiang, Dan Ye, Shou Liang Dong. Comparison of two thioxopeptide bond photoswitches in insect kinin[J]. Chinese Chemical Letters,
2010, 21(4): 476-479.
doi:
10.1016/j.cclet.2009.12.033
Citation: Zhi Yuan Cong, Long Fei Yang, Ling Jiang, Dan Ye, Shou Liang Dong. Comparison of two thioxopeptide bond photoswitches in insect kinin[J]. Chinese Chemical Letters, 2010, 21(4): 476-479. doi: 10.1016/j.cclet.2009.12.033
Citation: Zhi Yuan Cong, Long Fei Yang, Ling Jiang, Dan Ye, Shou Liang Dong. Comparison of two thioxopeptide bond photoswitches in insect kinin[J]. Chinese Chemical Letters, 2010, 21(4): 476-479. doi: 10.1016/j.cclet.2009.12.033
Comparison of two thioxopeptide bond photoswitches in insect kinin
摘要:
The photoisomerization abilities of secondary thioxopeptide bond(CS-NH)and thioxo prolyl bond(CS-N)incorporated into the C-terminal pentapeptide of insect kinin were compared.H-Phe-Phe-Ψ[CS-NH]-D-Ala-Trp-Gly-NHz and H-Phe-Tyr-Ψ[CS-N]-Pro-Trp-Gly-NH2 were studied by UV-vis absorption.The isomerization energy barriers of the two segments,Ac-Phe-Ψ[CS-NH]-D-Ala-NH2 and Ac-Tyr-Ψ[CS-N]-Pro-NH2 picked from the two peptides,were calculated using ab initio method.The cis isomer of CS-N is more stable than that of CS-NH due to higher energy barrier,so the former is more suitable in peptide structure-activity relationship studies.
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关键词:
- Photoswitch
- / Thioxopeptide bond
- / Energy barrier
English
Comparison of two thioxopeptide bond photoswitches in insect kinin
Abstract:
The photoisomerization abilities of secondary thioxopeptide bond(CS-NH)and thioxo prolyl bond(CS-N)incorporated into the C-terminal pentapeptide of insect kinin were compared.H-Phe-Phe-Ψ[CS-NH]-D-Ala-Trp-Gly-NHz and H-Phe-Tyr-Ψ[CS-N]-Pro-Trp-Gly-NH2 were studied by UV-vis absorption.The isomerization energy barriers of the two segments,Ac-Phe-Ψ[CS-NH]-D-Ala-NH2 and Ac-Tyr-Ψ[CS-N]-Pro-NH2 picked from the two peptides,were calculated using ab initio method.The cis isomer of CS-N is more stable than that of CS-NH due to higher energy barrier,so the former is more suitable in peptide structure-activity relationship studies.
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Key words:
- Photoswitch
- / Thioxopeptide bond
- / Energy barrier
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