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請用此 Handle URI 來引用此文件: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/80027
完整後設資料紀錄
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dc.contributor.advisor林志民(Jr-Min Lin)
dc.contributor.authorHou-Yu Linen
dc.contributor.author林厚余zh_TW
dc.date.accessioned2022-11-23T09:21:51Z-
dc.date.available2022-02-21
dc.date.available2022-11-23T09:21:51Z-
dc.date.copyright2022-02-21
dc.date.issued2022
dc.date.submitted2022-01-28
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Ehring, H., Karas, M., Hillenkamp, F., Role of photoionization and photochemistry in ionization processes of organic molecules and relevance for matrix-assisted laser desorption ionization mass spectrometry. Org. Mass Spectrom. 1992, 27, 472-480. 9. Karas, M., Gluckmann, M., Schafer, J., Ionization in matrix-assisted laser desorption/ionization: singly charged molecular ions are the lucky survivors. J. Mass spectrum. 2000, 25, 1-12. 10. Kruger et al., Analyte incorporation and ionization in matrix-assisted laser desorption/ionization visualized by pH indicator molecular probes. Anal. Chem. 2001, 73, 5812-5821. 11. Karas, M., Kruger, R., Ion formation in MALDI: the cluster ionization mechanism. Chem. Rev. 2003, 103, 427-440. 12. Allwood, D. A., Dyer, P., Dreyfus, R., Ionization modelling of matrix molecules in ultraviolet matrix-assisted laser desorption/ionization. Rapid Commun. Mass Spectrom. 1997, 11, 499-503. 13. Allwood et al., Plasma modelling of matrix assisted UV laser desorption ionization (MALDI). Appl. Surf. Sci. 1997, 109-110, 499-503. 14. Knochenmuss, R., A quantitative model of ultraviolet matrix-assisted laser desorption/ionization. J. Mass Spectrom. 2002, 37, 867-877. 15. Knochenmuss, R., Ion formation mechanisms in UV-MALDI. Analyst. 2006, 131, 966-986. 16. Redmond et al., Photoinduced hydrogen atom transfer in salicylic acid derivatives used as matrix-assisted laser desorption/ionization (MALDI) matrices. J. Phys. Chem. A. 2000, 104, 3884-3893. 17. Chen, X., Carroll, J. A., Beavis, R. C., Near-ultraviolet-induced matrix-assisted laser desorption/ionization as a function of wavelength. J. Am. Soc. Mass Spectrom. 1998, 9, 885-891. 18. Niu, S., Zhang, W., Chait, B. T., Direct comparison of infrared and ultraviolet wavelength matrix-assisted laser desorption/ionization mass spectrometry of proteins. J. Am. Soc. Mass Spectrom. 1998, 9, 1-7. 19. Lai et al., Solid-phase thermodynamic interpretation of ion desorption in matrix-assisted laser desorption/ionization. J. Phys. Chem. B. 2010, 114, 13847. 20. Chu et al., Thermal proton transfer reactions in ultraviolet matrix-assisted laser desorption/ionization. J. Am. Soc. Mass Spectrom. 2014, 25, 310-318. 21. Lu et al., Ion-to-neutral ratios and thermal proton transfer in matrix-assisted laser desorption/ionization. J. Am. Soc. Mass Spectrom. 2015, 26, 1242-1251. 22. Lu et al., Ionization mechanism of matrix-assisted laser desorption/ionization. Annu. Rev. Anal. Chem. 2015, 8, 21-39. 23. Breuker et al. Thermodynamic control of final ion distributions in MALDI: in-plume proton transfer reactions. Int. J. Mass Spectrom. 2003, 226, 211-222. 第二章 參考文獻 1. Ehring, H., Sundqvist, B. U. R., Studies of the MALDI process by luminescence spectroscopy. J. Mass Spectrom. 1995, 30, 1303. 2. Ludemann, H-S., Redmond, R. W., Hillenkamp, F., Singlet‐singlet annihilation in ultraviolet matrix‐assisted laser desorption/ionization studied by fluorescence spectroscopy. Rapid Commun. Mass Spectrom. 2002, 16, 1287-1294. 3. Knochenmuss, R., A quantitative model of ultraviolet matrix‐assisted laser desorption/ionization. J. Mass Spectrom. 2002, 37, 867-877. 4. Knochenmuss, R., A Quantitative model of ultraviolet matrix-assisted laser desorption/ionization including analyte ion generation. Anal. Chem. 2003, 75, 2199-2207. 5. Klessinger, M., Michl, M., Excited States and Photochemistry of Organic Molecules (VCH Publishers, Inc., New York, 1995), p. 295. 6. Allwood et al., UV Optical Absorption of Matrices Used for Matrix‐assisted Laser Desorption/Ionization. Rapid Commun. Mass Spectrom. 1996, 10, 1575-1578. 7. Hoyer, T., Tuszynski, W., Lienau, C., Ultrafast photodimerization dynamics in α-cyano-4-hydroxycinnamic and sinapinic acid crystals. Chem. Phys. Lett. 2007, 443, 107-112. 8. Hoyer, T., Tuszynski, W., Lienau, C., Competing ultrafast photoinduced quenching reactions in cinnamic acid: peptide blends. Phys. Chem. Chem. Phys. 2010, 12, 13052-13060. 9. Hillenkamp, F., MALDI MS: a practical guide to instrumentation, methods and applications. Second edition. 2013, 24-25. 10. Trimpin, S., Rader, H.J., Mullen, K., Investigations of theoretical principles for MALDI-MS derived from solvent-free sample preparation─Part I. Preorganization. Int. J. Mass Spectrom. 2006, 253, 13-21. 11. Land, C. M., Kinsel, G. R., The mechanism of matrix to analyte proton transfer in clusters of 2,5-dihydroxybenzoic acid and the tripeptide VPL. Eur. J. Mass Spectrom. 2001, 12, 726-731. 12. Kinsel et al., Equilibrium Conditions in Laser-Desorbed Plumes: Thermodynamic Properties of α-Cyano-4-Hydroxycinnamic Acid and Protonation of Amino Acids. 2006, 12, 359-367. 13. Lu et al., Ion Intensity and Thermal Proton Transfer in Ultraviolet Matrix-Assisted Laser Desorption/Ionization. J. Phys. Chem. B. 2014, 118, 4132-4139. 14. Ahn et al., Quantitative reproducibility of mass spectra in matrix‐assisted laser desorption ionization and unraveling of the mechanism for gas‐phase peptide ion formation. J. Mass Spectrom. 2013, 48, 299-305. 第三章 參考文獻 1. Lai et al. Solid-Phase Thermodynamic Interpretation of Ion Desorption in Matrix-Assisted Laser Desorption/Ionization. J. Phys. Chem. B. 2010, 114, 13847-13852. 2. Lu et al. Ionization Mechanism of Matrix-Assisted Laser Desorption/ Ionization. Annu. Rev. Anal. Chem. 2015, 8, 21-39. 3. Koubenakis et al., Time-Resolved Surface Temperature Measurement of MALDI Matrices under Pulsed UV Laser Irradiation. J. Phys. Chem. A. 2004, 108, 2405-2410. 4. Liang et al., MALDI Mechanism of dihydroxybenzoic acid isomers: desorption of neutral matrix and analyte. J. Phys. Chem. B. 2013, 117, 5058-5064. 5. Soltwisch, J.; Jaskolla, T. W.; Dreisewerd, K., Color matters material ejection and ion yields in UV-MALDI mass spectrometry as a function of laser wavelength and laser fluence. J. Am. Soc. Mass Spectrom. 2013, 24, 1477-1488. 6. Wiegelmann et al., Matching the laser wavelength to the absorption properties of matrices increases the ion yield in UV-MALDI mass spectrometry. Anal. Bioanal. Chem. 2013, 405, 6925-6932. 7. Niehaus et al. New insights into the wavelength dependence of MALDI mass pectrometry. Anal. Chem. 2017, 89, 7734-7741. 8. Liang et al. Laser pulse width dependence and ionization mechanism of matrix-assisted laser desorption/ionization. J. Am. Soc. Mass Spectrom. 2017, 28, 2235-2245. 9. Lee et al., Molecular beam reactive scattering apparatus with electron bombardment detector. Rev. Sci. Instrum. 1969, 40, 1402-1408. 10. Sparks, R. K.: Crossed beam ctudies of Full and half collisions. Ph.D. Thesis, University of California, Berkeley, 1980. 11. Lu et al. Ion-to-neutral ratios and thermal proton transfer in matrix-assisted laser desorption/ionization. J. Am. Soc. Mass Spectrom. 2015, 26, 1242-1251. 12. Soltwisch, J.; Jaskolla, T. W.; Dreisewerd, K. Color matters material ejection and ion yields in UV-MALDI mass spectrometry as a function of laser wavelength and laser fluence. J. Am. Soc. Mass Spectrom. 2013, 24, 1477-1488. 13. Lin, H. Y.; Song, B. F.; Ni, C. K. Fluorescence quantum yields of matrices used in ultraviolet matrix-assisted laser desorption/ionization. Rapid Commun Mass Spectrom. 2020, 34, e8846. 14. Lu et al. Ion intensity and thermal proton transfer in ultraviolet matrix-assisted laser desorption/ionization. J. Phys. Chem. B. 2014, 118, 4132-4139. 第四章 參考文獻 1. Brandley, B. K.; Schnaar, R. L., Cell‐Surface Carbohydrates in Cell Recognition and Response. J Leukoc Biol. 1986, 40, 97-111. 2. Obena et al. UV-activated multilayer nanomatrix provides one-step tunable carbohydrate structural characterization in MALDI-MS. Chemical Science. 2015, 6, 4790-4800. 3. Ruthes et al., D-Glucans from edible mushrooms: A review on the extraction, purification and chemical characterization approaches. Carbohydr Polym. 2015 117, 753-761. 4. Sawardeker et al., Quantitative Determination of Monosaccharides as Their Alditol Acetates by Gas Liquid Chromatography. Anal. Chem. 1965, 37, 1602-1604. 5. Goldstein et al. Controlled degradation of polysaccharides by periodate oxidation, reduction, and hydrolysis. Methods Carbohydr Chem. 1965, 5, 361-370. 6. Lee, Y. C. High-performance Anion-Exchange Chromatography for Carbohydrate Analysis. Anal. Biochem. 1990, 189, 151-162. 7. Lee, Y. C. Carbohydrate analyses with high-performance anion-exchange chromatography. J. Chromatogr. A. 1996, 720, 137-149. 8. Rohrer, J. Analysis of Carbohydrates by High-Performance Anion-Exchange Chromatography with Pulsed Amperometric Detection (HPAE-PAD). Thermo Fisher Scientific Technical Note 20. 9. Stellner, K.; Saito, H.; Hakomori, S. Determination of aminosugar linkages in glycolipids by methylation: Aminosugar linkages of ceramide pentasaccharides of rabbit erythrocytes and of Forssman antigen. Arch. Biochem. Biophys. 1973, 166, 464-472. 10. Liu et al., Physicochemical characterization of a high molecular weight bioactiveβ-D-glucan from the fruiting bodies of Ganoderma lucidum. Carbohydr. Polym. 2014, 101, 968-974. 11. Parrish, F.W., Reese, E.T., Anomeric form of D-glucose produced during enzymolysis. Carbohydr. Res. 1967, 3, 424-429. 12. Podterob, A.P., Chemical composition of lichens and their medical applications. Pharm. Chem. J. 2006, 42, 32-38. 13. Omarsdottir, S.; Olafsdottir, E. S.; Freysdottir, J., Immunomodulating effects of lichen-derived polysaccharides on monocyte-derived dendritic cells. Int Immunopharmacol. 2006, 6 (11), 1642-1650. 14. Watanabe et al., Purification and characterization of Mouse α1-Acid Glycoprotein and Its Possible Role in the Antitumor Activity of Some Lichen Polysaccharides. Chem. Pharm. Bull. 1986, 34, 2532-2541. 15. Peat, S.; Whelan, W. J.; Robert, J.G. The structure of lichenin. J. Chem. Soc. 1957, 3916-3924. 16. Perlin, A.S.; Suzuki, S., The structure of lichenan: selective enzymolysis studies Can. J. Chem. 1962, 40, 50-56. 17. Gagnaire, D.; Marchessault, R.H.; Vincedon, M. Nuclaer magnetic resonance of lichenin, Tetrahedron Lett. 1975, 16, 3953-3956. 18. Tvarosaka et al., Crystalline conformation and structure of lichenan and barley β-glucan. Can. J. Chem. 1983, 61, 1608-1616. 19. Morita et al., Gas-liquid chromatography and mass spectrometry of quinoxalines derived from various homoglucans by alkaline o-phenylenediamine method. Agric. Biol. Chem. 1983, 47, 756-763. 20. Grishutin, S.G. et al.; A lichenase-like family 12 endo-(1→4)-β-glucanase from Aspergillus japonicus: study of the substrate specificity and mode of action on β-glucans in comparison with other glycoside hydrolases. Carbohydr. Res. 2006, 341, 218-229. 21. Zacharski et al., β-1, 3/1,4-Glucan Lichenan from Cetraria islandica (L.) ACH. induces cellular differentiation of human keratinocytes. Fitoterapia. 2018, 129, 226-236. 22. Tsai, S. T.; Chen, J. L.; Ni, C. K. Does low‐energy collision‐induced dissociation of lithiated and sodiated carbohydrates always occur at anomeric carbon of the reducing end? Rapid Commun Mass Spectrom. 2017, 31, 1835-1844. 23. Chen et al., Collision-induced dissociation of sodiated glucose and identification of anomeric configuration Phys. Chem. Chem. Phys. 2017, 19, 15454-15462. 24. Hsu et al., De novo structural determination of mannose oligosaccharides by using a logically derived sequence for tandem mass spectrometry. Anal. Bioanal. Chem. 2019, 411, 3241-3255.
dc.identifier.urihttp://tdr.lib.ntu.edu.tw/jspui/handle/123456789/80027-
dc.description.abstract"A. 基質輔助雷射脫附游離法已被廣泛地使用於各類型樣品的分析,尤其是應用於高分子量分子的分析,例如高分子化合物或生物分子。由於此方法屬於「軟性」的游離方式,因此分子較容易在游離的過程中維持完整的狀態。自從基質輔助雷射脫附游離法發展以來,有很多模型被提出要解釋離子的生成方法。因此在本論文中將以量測基質的螢光生命期和不同溫度下基質分子的離子產率解釋離子生成的模型。 第一個實驗中我們要驗證一個過去在解釋基質輔助雷射脫附游離法常被提及的S1-S1 annihilation在離子化的過程中,是否為重要的反應機制。在這個實驗中,我們分別量測了12個常用的質基分子的時間解析螢光光譜,其中6個基質有產生S1-S1 annihilation,5個基質不會產生S1-S1 annihilation,1個基質因生命期太短無法確認,代表能量集結模型在基質輔助雷射脫附游離過程中,不是必須的反應途徑。 在過去的研究基質輔助雷射脫附游離法中的一項參數-離子產率,是一個驗證離子化機制的重要參數。根據我們實驗室先前的研究,提出了熱致質子轉移可能是主要的離子化機制。在第二個實驗中我們在不同的樣品起始溫度量測常用的基質分子2,5-DHB的離子產率。實驗的結果顯示了在不同樣品起始溫度改變雷射光通量,其離子產率的比例會符合熱致離子轉移模型的預測有相同的趨勢,因此2,5-DHB為基質在紫外光基質輔助雷射脫附游離法中熱致離子轉移才是離子生成的主要反應。 B. 一種新的質譜法-邏輯演繹序列串聯質譜法應用在多醣的基本結構鑑定。傳統分析多醣的方法包含了許多複雜的過程,例如衍生化、泛甲基化、氣相層析質譜法和核磁共振光譜法可以被邏輯演繹序列串聯質譜法所取代。在這種新的分析法中,多醣被水解成單醣、雙醣和各種不同尺寸的寡醣,然後使用高性能液相層析和邏輯演繹序列質譜法鑑定這些單醣、雙醣和寡醣。本實驗將邏輯演繹序列串聯質譜法應用到地衣澱粉多醣,決定了地衣澱粉的重複單元為An-Bn,A為β-Glc-(1→4)-β-Glc-(1→4)-β-Glc-(1→3)-Glc,B為β-Glc-(1→4)-β-Glc-(1→4)-β-Glc -(1→4)-β-Glc-(1→3)-Glc,n為重複單元數。邏輯演繹序列串聯質譜法能大幅的減少鑑定多醣時所需的時間、心力和樣品量。這種新方法將是鑑定多醣基本結構有力的工具。 "zh_TW
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dc.description.tableofcontents誌謝 i 摘要 ii 目錄 vi 圖目錄 viii 表目錄 xiv 第1章 序論 1 1.1 前言 1 1.2 基質輔助雷射脫附游離法 (Matrix-Assisted Laser Desorption/Ionization) 2 1.3 基質輔助雷射脫附游離法的特性 2 1.4 基質輔助雷射脫附游離法的機制 5 1.5 研究目的 8 1.6 參考文獻 9 第2章 基質輔助脫附游離法-基質的螢光生命期 13 2.1 前言 13 2.2 文獻回顧 13 2.3 實驗藥品與配製 15 2.4 實驗儀器 16 2.5 實驗分析方法 18 2.6 實驗結果與討論 21 2.7 結論 35 2.8 參考文獻 36 第3章 基質輔助脫附游離法中脫附的離子和中性分子與溫度的關係 39 3.1 前言 39 3.2 文獻回顧 40 3.3 實驗藥品和樣品製備 42 3.4 實驗儀器 42 3.5 實驗結果與討論 46 3.6 結論 52 3.7 參考文獻 53 第4章 邏輯演繹序列串聯質譜法應用於地衣澱粉之多醣結構鑑定 55 4.1 前言 55 4.2 實驗材料 65 4.3 實驗藥品前處理 66 4.4 實驗步驟 66 4.5 分析儀器及方法 68 4.6 結果與討論 75 4.7 結論 114 4.8 參考文獻 116 附錄1 以Matlab軟體模擬S1 state數量之程式 119 附錄2 SCI 著作目錄清冊 123
dc.language.isozh-TW
dc.subject多醣zh_TW
dc.subject基質輔助雷射脫附游離法zh_TW
dc.subject熱致質子轉移zh_TW
dc.subject螢光光譜zh_TW
dc.subject離子產率zh_TW
dc.subject邏輯演繹序列串聯質譜法zh_TW
dc.subject地衣澱粉zh_TW
dc.subjection-to-neutral ratioen
dc.subjectpolysaccharideen
dc.subjectlichenanen
dc.subjectLODES/MSnen
dc.subjectMALDIen
dc.subjectthermally induced proton transferen
dc.subjectflurorescence spectroscopyen
dc.titleA. 基質輔助雷射脫附游離法的離子產生機制 B. 邏輯演繹序列串聯質譜法應用於地衣澱粉多醣之結構鑑定zh_TW
dc.titleA. Ion Generation Mechanism of Matrix-Assisted Laser Desorption/Ionization (MALDI) B. Structural Determination of Polysaccharide-Lichenan by Logically Derived Sequence Tandem Mass Spectrometryen
dc.date.schoolyear110-1
dc.description.degree博士
dc.contributor.coadvisor倪其焜(Chi-Kung Ni)
dc.contributor.coadvisor-orcid倪其焜(0000-0001-6503-8905)
dc.contributor.oralexamcommittee吳世雄(Leon van Jaarsveldt),陳玉如(Ming Daw Cheng),徐丞志
dc.subject.keyword基質輔助雷射脫附游離法,熱致質子轉移,螢光光譜,離子產率,邏輯演繹序列串聯質譜法,地衣澱粉,多醣,zh_TW
dc.subject.keywordMALDI,thermally induced proton transfer,flurorescence spectroscopy,ion-to-neutral ratio,LODES/MSn,lichenan,polysaccharide,en
dc.relation.page125
dc.identifier.doi10.6342/NTU202200201
dc.rights.note同意授權(全球公開)
dc.date.accepted2022-01-30
dc.contributor.author-college理學院zh_TW
dc.contributor.author-dept化學研究所zh_TW
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