Experimental and computational insights into the conformations of tunicyclin E, a new cycloheptapeptide from Psammosilene tunicoides

doi:10.1039/c1ra00593f

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	Experimental and computational insights into the conformations of tunicyclin E, a new cycloheptapeptide from Psammosilene tunicoides
	Tian, Jun-Mian 5; Ou-Yang, Si-Sheng 1; Zhang, Xu 2; Di, Ying-Tong 3; Jiang, Hua-Liang1,4 ; Li, Hong-Lin 4; Dai, Wei-Xing 5; Chen, Ke-Yu 5; Liu, Mai-Li 2; Hao, Xiao-Jiang 3
刊名	RSC ADVANCES
	2012
卷号	2 期号:3 页码:1126-1135
ISSN号	2046-2069
DOI	10.1039/c1ra00593f
文献子类	Article
英文摘要	Tunicyclin E (1), a new cyclic heptapeptide, cyclo(Pro(1)-Ser(2)-Trp(3)-Leu(4)-Val(5)-Gly(6)-Ser(7)), was isolated from the root of Psammosilene tunicoides. The presence of two sets of resonance signals in its NMR spectra (1a:1b, similar to 3 : 1 abundance) indicated that it has two conformations in solution, while only one conformation was found in its crystal state by X-ray diffraction. To explore the molecular basis of the two conformations of 1 in solution and their interconversion mechanism, X-ray diffraction, NMR experiments, and theoretical calculations were performed. The results disclosed that two conformers of 1 in solution were derived from the cis/trans isomers of the Ser(7)-Pro(1) peptide bond (1a, trans; 1b, cis). The fast interconversion of the two conformations in solution is explained by an intramolecular catalysis mechanism and solvent effects. Furthermore, the existence of several unusual pseudo turns characterized for the first time plays a key role for dominant trans conformation in solution.
资助项目	NCET Foundation[00000000] ; National Natural Science Foundation of China[30725045] ; National Natural Science Foundation of China[20972174] ; National Natural Science Foundation of China[91029704] ; Ministry of Science and Technology, China[2009ZX09308-005] ; Ministry of Science and Technology, China[2009ZX09311-001] ; Ministry of Science and Technology, China[2008ZX09308-005] ; Shanghai Leading Academic Discipline Project[B906] ; Scientific Foundation of Shanghai, China[09DZ1975700] ; Scientific Foundation of Shanghai, China[09DZ1971500] ; State Key Program of Basic Research of China[2009CB918502]
WOS关键词	CIS-TRANS-ISOMERIZATION ; PEPTIDE-BOND ISOMERIZATION ; CYCLIC-PEPTIDES ; CIS/TRANS ISOMERIZATION ; PROLINE ISOMERIZATION ; MOLECULAR-DYNAMICS ; CATALYSIS ; PROTEIN ; SPECTROSCOPY ; ACIDS
WOS研究方向	Chemistry
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000299177000055
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/278287]
专题	药物发现与设计中心
通讯作者	Tian, Jun-Mian
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China; 2.Chinese Acad Sci, Wuhan Inst Phys & Math, Sate Key Lab Magnet Resonance & Atom & Mol Phys, Wuhan 430071, Peoples R China; 3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China; 4.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China 5.Second Mil Med Univ, Sch Pharm, Dept Phytochem, Shanghai 200433, Peoples R China;
推荐引用方式 GB/T 7714	Tian, Jun-Mian,Ou-Yang, Si-Sheng,Zhang, Xu,et al. Experimental and computational insights into the conformations of tunicyclin E, a new cycloheptapeptide from Psammosilene tunicoides[J]. RSC ADVANCES,2012,2(3):1126-1135.
APA	Tian, Jun-Mian.,Ou-Yang, Si-Sheng.,Zhang, Xu.,Di, Ying-Tong.,Jiang, Hua-Liang.,...&Zhang, Wei-Dong.(2012).Experimental and computational insights into the conformations of tunicyclin E, a new cycloheptapeptide from Psammosilene tunicoides.RSC ADVANCES,2(3),1126-1135.
MLA	Tian, Jun-Mian,et al."Experimental and computational insights into the conformations of tunicyclin E, a new cycloheptapeptide from Psammosilene tunicoides".RSC ADVANCES 2.3(2012):1126-1135.