功能化衍生试剂设计、合成及多肽标记研究
发布时间：2018-07-29 19:04
【摘要】：发展新型质谱兼容性的衍生试剂对于提高蛋白质/多肽的质谱离子化效率和深入的蛋白质组研究具有重要的意义。基于此，本文设计、合成了五种新型的咪唑季铵类衍生试剂并考察了衍生化对质谱鉴定效果的影响。 合成了五种新型的芳香季铵类衍生试剂，包括碘化1-（4-碘代丁烷）-3-丁基咪唑（IBBI）、溴化1-丙醛-3-丁基咪唑（PPBI）、溴化1-[3-[（2-碘代-1-乙氧基）]氨基丙基]-3-甲基咪唑（IPMI）、溴化1-[3-[（2-碘代-1-乙氧基）]氨基丙基]-3-丁基咪唑（IPBI）和溴化1-[3-[（2-碘代-1-乙氧基）]氨基丙基]-3-己基咪唑（IPHI），并进一步采用质谱和核磁共振进行了衍生试剂结构的确认。 将衍生试剂IPBI应用于半胱氨酸肽段的衍生和质谱分析。肽衍生产物显示了接近100%的标记效率和高稳定性。此外，肽段经衍生后可同时提高肽段的质谱离子化效率和质谱带电荷数，，优于常用的烷基化衍生试剂IAA的衍生效果和最近报道的衍生试剂IDA的衍生效果。 比较了试剂IPMI、IPBI和IPHI衍生对半胱氨酸肽段质谱鉴定的影响。三种衍生试剂均显示接近100%的衍生化标记效率和衍生产物的高稳定性、改进的离子化效率和增加的质谱带电荷数。其中，IPHI具有最强的疏水性，可显著提高肽段在MALDI-TOF MS质谱中离子化。
[Abstract]:It is of great significance to develop a new type of derivative reagent compatible with MS for improving the ionization efficiency of protein / polypeptide mass spectrometry and for further proteomics research. Based on this, five new imidazole quaternary ammonium derivatives were designed and synthesized, and the effect of derivatization on the identification by mass spectrometry was investigated. Five new aromatic quaternary ammonium derivatives were synthesized. Including 1- (4-iodobutane) -3-Ding Ji imidazole (IBBI), brominated 1-propionaldehyde -3- Ding Ji imidazole (PPBI), bromination 1- [3- [(2-iodo-1-ethoxy)] -aminopropyl] -3-methylimidazole (IPMI), bromination 1- [3- [(2-iodo-1-ethoxy)] aminopropyl] -3-Ding Ji imidazole (IPBI) and 1- [(2-iodo-1-ethoxy)] aminopropyl] -3- Ding Ji imidazole (IPBI) The structure of the derivative reagent was further confirmed by (IPHI), with iodo-1-ethoxy] aminopropyl] -3-hexyl imidazole. The derivative reagent IPBI was applied to the derivatization and mass spectrometry of cysteine peptide. Peptide derivatives showed close to 100% labeling efficiency and high stability. In addition, the ionization efficiency of peptide segment and the charge number of mass spectrum can be increased simultaneously, which is superior to that of IAA, a common alkylation derivative, and the derivative effect of IDA, which has been reported recently. The effects of IPMI-IPBI and IPHI derivatives on the identification of cysteine peptide segment mass spectrometry were compared. All three kinds of derivatization reagents showed nearly 100% derivatization labeling efficiency, high stability of derivatives, improved ionization efficiency and increased mass spectrum charge number. The highest hydrophobicity was found in the MALDI-TOF MS mass spectrometry, which could significantly increase the ionization of the peptide segment in the MALDI-TOF MS mass spectrometry.
【学位授予单位】：河北大学
【学位级别】：硕士
【学位授予年份】：2014
【分类号】：R914
本文编号：2153695
[Abstract]:It is of great significance to develop a new type of derivative reagent compatible with MS for improving the ionization efficiency of protein / polypeptide mass spectrometry and for further proteomics research. Based on this, five new imidazole quaternary ammonium derivatives were designed and synthesized, and the effect of derivatization on the identification by mass spectrometry was investigated. Five new aromatic quaternary ammonium derivatives were synthesized. Including 1- (4-iodobutane) -3-Ding Ji imidazole (IBBI), brominated 1-propionaldehyde -3- Ding Ji imidazole (PPBI), bromination 1- [3- [(2-iodo-1-ethoxy)] -aminopropyl] -3-methylimidazole (IPMI), bromination 1- [3- [(2-iodo-1-ethoxy)] aminopropyl] -3-Ding Ji imidazole (IPBI) and 1- [(2-iodo-1-ethoxy)] aminopropyl] -3- Ding Ji imidazole (IPBI) The structure of the derivative reagent was further confirmed by (IPHI), with iodo-1-ethoxy] aminopropyl] -3-hexyl imidazole. The derivative reagent IPBI was applied to the derivatization and mass spectrometry of cysteine peptide. Peptide derivatives showed close to 100% labeling efficiency and high stability. In addition, the ionization efficiency of peptide segment and the charge number of mass spectrum can be increased simultaneously, which is superior to that of IAA, a common alkylation derivative, and the derivative effect of IDA, which has been reported recently. The effects of IPMI-IPBI and IPHI derivatives on the identification of cysteine peptide segment mass spectrometry were compared. All three kinds of derivatization reagents showed nearly 100% derivatization labeling efficiency, high stability of derivatives, improved ionization efficiency and increased mass spectrum charge number. The highest hydrophobicity was found in the MALDI-TOF MS mass spectrometry, which could significantly increase the ionization of the peptide segment in the MALDI-TOF MS mass spectrometry.
【学位授予单位】：河北大学
【学位级别】：硕士
【学位授予年份】：2014
【分类号】：R914
【参考文献】
相关期刊论文 前1条
1 乔晓强;王蕊;张丽华;杨更亮;张玉奎;;肽段化学衍生技术及其在质谱高灵敏度鉴定中的应用进展[J];分析化学;2012年07期
本文编号：2153695
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