| 手性二茂铁色氨酸化合物[Fc-(CO-L-Trp-OMe)2]的合成和结构表征 |
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| 引用本文： | 张慧,闫文波,张丙广,段春迎,孟庆金,李一志. 手性二茂铁色氨酸化合物[Fc-(CO-L-Trp-OMe)2]的合成和结构表征[J]. 无机化学学报, 2008, 24(4): 505-509 |
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| 作者姓名： | 张慧 闫文波 张丙广 段春迎 孟庆金 李一志 |
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| 作者单位： | 南京大学化学化工学院,配位化学研究所,配位化学国家重点实验室,南京,210093 |
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| 摘 要： | 由色氨酸甲酯和1，1′-二茂铁二羧酸合成了化合物1[Fc-(CO-L-Trp-OMe)2]，并对化合物1在固体和溶液中的结构进行了表征。单晶结构表明，该化合物通过2个分子内氢键,形成了规则的手性构象。通过分子间的氢键，形成了二维网状结构。对化合物1的乙腈溶液进行了CD谱的测定，结果表明，该化合物在溶液中呈现P螺旋构象。1H NMR谱和FTIR谱也证实了该化合物在固体和溶液状态中都形成了含分子内氢键的构象。
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| 关 键 词： | 二茂铁氨基酸； 分子内氢键； 手性 |
| 文章编号： | 1001-4861(2008)04-0505-05 |
| 修稿时间： | 2007-10-10 |
Synthesis and Structural Characterization of a Chirality Organization of Ferrocenoyl Peptide [Fc-(CO-L-Trp-OMe)2] |
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| ZHANG Hui,YAN Wen-Bo,ZHANG Bing-Guang,DUAN Chun-Ying,MENG Qing-Jin and LI Yi-Zhi. Synthesis and Structural Characterization of a Chirality Organization of Ferrocenoyl Peptide [Fc-(CO-L-Trp-OMe)2][J]. Chinese Journal of Inorganic Chemistry, 2008, 24(4): 505-509 |
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| Authors: | ZHANG Hui YAN Wen-Bo ZHANG Bing-Guang DUAN Chun-Ying MENG Qing-Jin LI Yi-Zhi |
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| Affiliation: | School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093,School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093,School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093,School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093,School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093 and School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093 |
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| Abstract: | The disubstituted ferrocenoyl peptide 1 [Fc-(CO-L-Trp-Ome)2] was prepared from ferrocenedicarboxylic acid (Fc(OH)2) and tryptophan methyl ester. The structure of 1 was studied in the solid state and in solution. The single-crystal structure shows that 1 displays a 1,2'-conformation and two intramolecular hydrogen bondings between CO (Trp) and NH (another Trp) of each peptide chain induce the chirality-organized structure. Additional intermole-cular H-bonding in 1 allows the formation of a 2D net. CD spectra were recorded for 1 in MeCN. It clearly shows a P-helical arrangement of the ferrocene moiety. 1H NMR spectroscopy in CDCI3 and FTIR spectroscopy in KBr also conform the ordered, intramolecular hydrogen bonded conformation in both solid and solution states. |
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| Keywords: | ferrocenoyl peptide intramolecular hydrogen bond chirality |
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