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学科主题: 分析化学
题名: Chiral recognition of zinc(II) ion complexes composed of bicyclo[3.3.0] octane-2,6-diol and s-Naproxen probed by collisional-induced dissociation
其他题名: 碰撞诱导解离研究s-萘普生和双环[3.3.0]-2,6-辛二醇构成的锌簇合离子的手性识别机制
作者: Yu CT(余翀天) ; Guo YL(郭寅龙) ; Chen GQ(陈国强) ; Zhong YW(钟羽武)
通讯作者: 郭寅龙
刊名: J. Am. Soc. Mass Spectrom.
发表日期: 2004
卷: 15, 期:6, 页:795-802
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所分析测试中心
英文摘要: Chiral recognition of racemic bicyclo[3.3.0] octane-2,6-diol(B) was achieved in the gas phase using s-Naproxen(A) as reference, using the kinetics of competitive unimolecule dissociation of tetrameric zinc(II)-bound complexes by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometer(ESI-FTMS). As undergoing a mild competitive collision-induced dissociation(CID) experiment with a constant pressure argon gas introduced by leak valve, the tetrameric cluster ion [A(2)B(2)Z(n)(II)-H](+) forms only two trimeric ions and R,,,,, is subsequently obtained in the kinetic method. Further studies obtained the difference of Gibbs free energy of [ABZ(n)(II)-H](+)(DeltaDeltaG(ABZn)(II)-H](+) by dissociating [A(2)BZ(n)(II)-H](+), resulting two fragment ions [ABZ(n)(II)-H](+) and [A(2)Z(n)(II)-H](+), which can be established to a linear relationship between DeltaDeltaG([ABZn(II)-H])(+) and R'(chiral) basing on the kinetic method. The value of R'(chiral) suggested that DeltaDeltaG([ABZn(II))-(+)(H]) could be regarded as zero. Meanwhile, dissociation of [AB(2)Z(n)(II)-H](+) generated only one daughter ion [ABZ(n)(II)-H](+) in a stable pressure. Thus, a linear relationship was established between the difference of Gibbs free energy of [AB(2)Z(n)(II)H](+)(DeltaDeltaG([AB2Zn(II)-H])(+)) and R'(chiral) if the DeltaDeltaG([ABZn(II)-H]+) can be negligible. Because there is also a linear relationship of R'(chiral) in the tetrameric ion [A(2)B(2)Zn(II)-H](+) and the Gibbs energy difference of trimeric cluster ion [A(2)BZ(n)(+) (II)-H](DeltaDeltaG([A2BZn(II)-H])(+)) plus that of [AB(2)Zn(II)-H](+), DeltaDeltaG([A2BZn(II)-H]+]) is easy to be calculated in the dissociation process of tetrameric ion. Stable of R'(chiral), R'(chiral), and R''(chiral) under different pressures show T-eff does not affect the chiral recognition of cluster ions in the condition selected. If an only-one-daughter-ion fragment process of [A(2)BZ(n)(II)-H](+) was existed, R'''(chiral) relating to this dissociation would be calculated just like R"(chiral), of [AB(2)Z(n)(II)-H](+) does. Conclusion was obtained that [A(2)BZ(n)(II)-H](+) makes more contribution to chiral recognition of tetrameric ion measured by kinetic method than [AB(2)Z(n)(II)-H](+) does as R'(chiral) and R"(chiral) were applied as index to evaluate the Gibbs free energy difference of these two trimeric cluster ions. Further discussion shows that steric interactions and pi-pi stacking interactions are the major factors responsible for the observed efficient chiral recognition in this system. (C) 2004 American Society for Mass Spectrometry.
语种: 英语
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WOS记录号: WOS:000221707900004
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/19860
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Recommended Citation:
Yu CT,Guo YL,Chen GQ,et al. Chiral recognition of zinc(II) ion complexes composed of bicyclo[3.3.0] octane-2,6-diol and s-Naproxen probed by collisional-induced dissociation[J]. J. Am. Soc. Mass Spectrom.,2004,15(6):795-802.
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