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研究生：	黃詩珮 Huang, Shih-Pei
論文名稱：	以碰撞誘導解離串聯質譜法的邏輯程序應用於低聚半乳糖的結構鑑定 Logically Derived Collision-Induced Dissociation Sequence Tandem Mass Spectrometry on De Novo Structural Determination of Galactose Oligosaccharides
指導教授：	林震煌 Lin, Cheng-Huang 倪其焜 Ni, Chi-Kung
學位類別：	碩士 Master
系所名稱：	化學系 Department of Chemistry
論文出版年：	2018
畢業學年度：	106
語文別：	英文
論文頁數：	74
中文關鍵詞：	寡醣、結構、半乳糖、質譜、碰撞誘導解離
英文關鍵詞：	Oligosaccharides, Structure, Galactose, Mass Spectrometry (MS), Collision-Induced Dissociation (CID)
DOI URL：	http://doi.org/10.6345/THE.NTNU.DC.016.2018.B05
論文種類：	學術論文
相關次數：	點閱：187 下載：1
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醣由數個單醣（Monosaccharides）組成，單醣與單醣間，以糖苷鍵（Glycosidic Bond）鍵結，形成高度複雜的結構。若想更進一步了解醣在這些生物系統中扮演的角色，就須要知道這些糖苷鍵如何鍵結。到目前為止，已經發展各種不同解醣結構的方法，但仍然沒有一個方法能快速且準確的解出每一個醣的結構。因此，本研究利用高效液相層析法（High-Performance Liquid Chromatography, HPLC）及質譜分析法（Mass Spectrometry）建立這個雙醣質譜的資料庫，並以醣解離機制的原理，建立解離順序，再藉由碰撞誘導解離（Collision-Induced Dissociation, CID）將寡醣分解成數個雙醣（Disaccharides）碎片，並將這些雙醣碎片的質譜（Mass Spectra）分別與我們建立的雙醣質譜的資料庫進行比對，快速的鑑定醣的結構。本研究使用幾個已知的寡醣作為例子，藉由此次提出的方法，解出這些寡醣的結構。

Carbohydrates are closely related to everyone life. It can be found in foods, blood, organisms, plants, bacteria, and so on. They are composed of different numbers of monosaccharides and present in various structures. Understanding these structures further assists the research of carbohydrate in biological systems. By now, many methods have been proposed to identify the structure of oligosaccharides. It is still challenging for these methods to resolve the structures in detail. In this study, a new rapid method that can identify the structure of oligosaccharides was demonstrated. This method was based on the comparison of disaccharide database with the spectra of disaccharides residues dissociated from oligosaccharide by collision-induced dissociation (CID). The disaccharides database was built using high-performance liquid chromatography-electrospray ionization tandem mass spectrometry (HPLC-ESI-MSn) and the spectra of disaccharide residues produced from CID of oligosaccharides were obtained by ESI-MSn. A logical procedure according to the dissociation mechanism was used to determine the sequence of tandem MS. This new method was applied to identify the oligosaccharides structures, including linkage positions, anomeric configurations, and branch locations. Here, several underived oligosaccharides with sodium ion adducts were used as examples to demonstrate this new method.

中文摘要 1
Abstract 2
Contents 4
List of Figures 7
List of Tables 11

1 Introduction 12
　1.1 Introduction of Carbohydrates 12
　1.2 Structure Identification Methods of Carbohydrates 15

2 Experiment Methods 16
　2.1 Mass Spectrometry (MS) 16
　　　2.1.1 Basic Concepts 16
　　　2.1.2 Ion Sources 17
　　　　　　2.1.2.1 Electro Ionization (EI) and Chemical Ionization (CI) 17
　　　　　　2.1.2.2 Matrix-Assisted Laser Desorption/Ionization (MALDI) 17
　　　　　　2.1.2.3 Electrospray Ionization (ESI) 18
　　　2.1.3 Analyzers 19
　　　　　　2.1.3.1 Quadrupole 19
　　　　　　2.1.3.2 Time-of-Flight (TOF) 20
　　　　　　2.1.3.3 Ion Traps 20
　　　2.1.4 Collision-Induced Dissociation (CID) 22
　2.2 High-Performance Liquid Chromatography (HPLC) 23
　2.3 Experimental Setup 24
　　　2.3.1 High-Performance Liquid Chromatography-Electrospray Ionization Tandem Mass Spectrometry (HPLC-ESI-MSn) 24
　　　2.3.2 Electrospray Ionization Tandem Mass Spectrometry (ESI-MSn) 25
　2.4 Materials 26

3 Logical Procedure to Determine the Structure of Oligosaccharides 27
　3.1 Mechanism of Dehydration 28
　3.2 Mechanism of Glycosidic Bond Cleavage 29
　3.3 Mechanism of Cross-Ring Dissociation 30
　3.4 Logical Procedure for Oligosaccharides 31

4 Results and Discussion 35
　4.1 Similarity Calculations 35
　4.2 Disaccharide Database 37
　4.3 Applications to Oligosaccharides 46
　　　4.3.1 α-Gal-(1→3)-β-Gal-(1→4)-Gal 46
　　　4.3.2 α-Gal-(1→3)-β-Gal-(1→4)-Glc 50
　　　4.3.3 β-Gal-(1→3)-β-Gal-(1→4)-Glc 54
　　　4.3.4 β-Gal-(1→4)-β-Gal-(1→4)-Glc 58
　　　4.3.5 α-Gal-(1→3)-β-Gal-(1→4)-α-Gal-(1→3)-Gal 61

5 Conclusion 67

6 Reference 68
                                

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