Selected Topics in Mass Spectrometry in the Biomolecular Sciences PDF
Preview Selected Topics in Mass Spectrometry in the Biomolecular Sciences
Selected Topics in Mass Spectrometry in the Biomolecular Sciences NATO ASI Series Advanced Science Institutes Series A Series presenting the results of activities sponsored by the NA TO Science Committee, which aims at the dissemination of advanced scientific and technological knowledge, with a view to strengthening links between scientific communities. The Series is published by an international board of publishers in conjunction with the NATO Scientific Affairs Division A Life Sciences Plenum Publishing Corporation B Physics London and New York C Mathematical and Physical Sciences Kluwer Academic Publishers D Behavioural and Social Sciences Dordrecht, Boston and London E Applied Sciences F Computer and Systems Sciences Springer-Verlag G Ecological Sciences Berlin, Heidelberg, New York, London, H Cell Biology Paris and Tokyo I Global Environmental Change PARTNERSHIP SUB-SERIES 1. Disarmament Technologies Kluwer Academic Publishers 2. Environment Springer-Verlag I Kluwer Academic Publishers 3. High Technology Kluwer Academic Publishers 4. Science and Technology Policy Kluwer Academic Publishers 5. Computer Networking Kluwer Academic Publishers The Partnership Sub-Series incorporates activities undertaken in collaboration with NATO's Cooperation Partners, the countries of the CIS and Central and Eastern Europe. in Priority Areas of concern to those countries. NATO-PCO-DATA BASE The electronic index to the NATO ASI Series provides full bibliographical references (with keywords and/or abstracts) to more than 50000 contributions from international scientists published in all sections of the NATO ASI Series. Access to the NATo-PCo-DATA BASE is possible in two ways: - via online FILE 128 (NATo-PCo-DATA BASE) hosted by ESRIN, Via Galileo Galilei, 1-00044 Frascati, Italy. - via CD-ROM "NATo-PCO-DATA BASE" with user-friendly retrieval software in English, French and German (© WTV GmbH and DATAWARE Technologies Inc. 1989). The CD-ROM can be ordered through any member of the Board of Publishers or through NATO PCO, Overijse, Belgium. Series C: Mathematical and Physical Sciences - Vol. 504 Selected Topics in Mass Spectrometry in the Biomolecular Sciences edited by Richard M. Caprioli University of Texas, Medical SChool, Houston, Texas, U.SA Antonio Malorni SESMA-C.N.R., Napoli, Italy and Giovanni Sindona Universita delia Calabria, Dipartimento di Chimica, Arcavacata di Rende, Italy Springer·Science+Business Media, B.v. Proceeclings of the NATO Advancecl Study Institute on Mass Spectrometry in the Biomolecular Sciences Altavilla-Milicia (PA), ltaly 7-18 July 1996 A C.I.P. Catalogue record for this book is available from the Library of Congress. ISBN 978-94-010-6171-1 ISBN 978-94-011-5165-8 (eBook) DOI 10.1007/978-94-011-5165-8 Printed on acid-free paper AII Rights Reserved © 1997 Springer Science+Business Media Oordrecht Originally published by Kluwer Academic Publishers in 1997 Softcover reprint of the hardcover 1s t edition 1997 No part of the material protected by this copyright notice may be reproducecl or utilizecl in any form or by any means, electronic or mechanical, including photo copying, recording or by any information storage and retrieval system, without written permission from the copyright owner. CONTENTS Preface. ..................................................................................................................................... IX Contributing Authors ......................................................................................................... XI Participants ........................................................................................................................ XVII Part I: Methods in Mass Spectrometry Electrospray Ionization: Theory and Application ............................................................................... 3 S. I. Gaskell. M. S. Bolgar.l. Riba and S. G. Summerfield Atmospheric Pressure Ionization (ESI and APCI) Theory and Application ...................................... 17 A. Raffaelli Matrix-Assisted Laser Desorpition-Ionization (MALDI) Mass Spectrometry: Principles and Applications .................................................................................................................................... 33 M. Karas and U. Bahr High Sensitivity ESI/MS and MALDI MS ....................................................................................... 55 T. B. Farmer and R. M. Caprioli Optimised Ge/MS Interfacing Systems and Operating Conditions ................................................. 85 P. I. Arpino Quantitative Analysis by Mass Spectrometry: Some Important Considerations .............................. I 03 M. W.Duncan Optimization of Mass Spectrometric Ionisation Efficiency Data. .................................................... 121 I. T. Ozgen. O. Altungoz. B. Salih and B. G. M. Vandeginste Role of Intemal Energy in Mass Spectrometric Fragmentation ...................................................... 129 K. Vekey Interaction of Metal Ions and Protons with Simple Biomolecules. Structure Information from Bond Energies and Entropy Effects .................................................... 143 B. A. Cerda. M. I. Nold. and C. Wesdemiotis A Promising Marriage Between Theory and Experiment: Density Functional Method Versus Mass Spectrometry ................................................................................................ 163 T. Marino. N. Russo. E. Sicilia and M. Toscano vi Part U : Instrumentation for Mass Analysis and Detection Recent Advances in Magnet Sector Mass Spectrometry •............................................................... 183 O. V. Nemjrovslciy. J. K. Gooden. R. Ramanathan and M. L. Gross Quadrupole Mass Filters and Quadrupole Ion Traps ..................................................................... 213 R. G. Cooks. G. Chen and C. Weil Time-of-Flight Mass Spectrometry ............................................................................................... 239 ML. Vestal Combined Analyzer Technologies ................................................................................................ 263 P. Kofel and U. P. Schlunegger Fourier Transform Mass Spectrometry ............•............................................................................. 287 M. L. Easterling and I. J. Amster Part m: Application to Biomolecules Protein Characterization by MS in Pharmaceutical Industry. Structural Characterization of Modified Forms of Recombinant Hirudin Sequence Variant 1 and Direct Batch Analysis ................................................................ 3 17 D. Maller. P. Schindler. M. Coulot. W. J. Richter. W. Maerki and H. Grossenbacher Folding Pathways of Disulphide Containing Proteins .................................................................... 347 M. Ruoppolo. F. Talamo. P. Pucci and G. Marino Integration of Chemical Modification Reactions and Mass Spectrometric Methods in Protein Characterisation .............................................................................................. 361 S. Foti PSD-MALDI Analysis of Pep tides ................................................................................................. 377 B. Spengler Development of a Mass Spectrometric Approach for the Characterisation of Hemoglobin Adducts .............................................................................•......... 399 P. Ferranti. N. Sannolo. G. Mamone. G. Forte and A. Malorni Reactivity of Antineoplastic Drugs with Model Peptides Studied by Advanced Mass Spectrometry Methodologies ......................................................................•......... 413 V. Carbone. G. Pocs/alvi. N. Sannolo and A. Malorni Applications of Mass Spectrometry in Biochemical Studies of Nucleosides, Nucleotides and Nucleic Acids ........•...................................................................................•......... 42i R. P.Newton MALDI Mass Analysis of Oligonucleotides .................................................................................... 45: U. Bahr and M. Karas vii DNA Adducts in Human Carcinogenesis. Clues to Etiology and Mechanism ................................. .465 H.Bartsch MALDI MS of Oligo and Polysaccharides .................................................................................... .4 77 D. Garozzo Mass Spectrometry of Isoeicosanoids as Novel Lipid Substances .................................................... 50 I R. C. Murphy and R. J. Waugh The Role of Mass Spectrometry in the Characterization of Plant Metabolites from Crude Extracts ...................................................................................................................... 517 A. De Nino. A. Napoli and G. Sindona Environmental Applications of Mass Spectrometry: Toxaphene Analysis ...................................... 533 Fl. Onuska and RJ. Maguire The Detennination of Polar Compounds in the Aquatic Environment ............................................ 559 M. J. F. Suter Some Mass Spectrometry Contributions in the Study of Cultural Heritage ..................................... 575 P. Agozzino Index .......................................................................................................................................... 581 PREFACE 1llis book is the result of efforts of both young and senior scientists who met together in Altavilla Milicia (Italy) on July 1996 on the occasion of the NATO advanced study institute (ASI) in Mass Spectrometry in Biomolecular Sciences. The recent developments in instrumentation and methodologies of mass spectrometry have been discussed in this beautiful area of the Mediterranean located on the island of Sicily. The aim of the book is to provide young scientists with accounts of the recent developments of methods and applications in biomolecular sciences. It was decided therefore to present in part I only those ionization methods such as electrospray and MALDI techniques which are currently under development and refmement Two chapters have been devoted to GC/MS and quantitative analysis and four contributions deal with the physical-chemical aspects of the methodology. In part II are presented the recent achievements in instrumentation for mass analysis and detection which are especially suited for the detection and characterization of biological molecules. In part III of the book applications of methods and instrumentation to biomolecules are presented. An extensive coverage of the impact of mass spectrometric methods in protein analysis on pharmaceutical industry is given. Three more contributions explore the possibility of obtaining structural information from intact proteins with reference to their secondary structure as well. The protein/peptide subject also includes two chapters related to the contribution of the methodology to cancer therapy. A unique tool in DNA studies is provided by mass spectrometry which can be used in the analysis of a variety of compounds. from small nucleosides up to large oligonucleotides. In addition it also plays a role in the evaluation of DNA adducts in human carcinogenesis. the object of three of the chapters in part III. The importance of conventional and desorption ionization methods in the characterization of polysaccharides. lipids and plant metabolites is also examined, together with the role that mass spectrometry plays in the control of the environment and in the preservation of worlc of arts from pollution. The editors acknowledge the special effort of the lecturers who have contributed to this book. Special thanks go to the NATO scientific affairs division. the Italian National Research Council (Rome). The University of Palermo. the University of Calabria and the manufacturers Micromass (UK). Thermo (US) • Perkin-Elrner-Sciex (US). Broker (GER) Perseptives (US) who provided most of the funds for the institute. The editors also thank the French Society for Mass Spectrometry (SFSM). the Portuguese JNeT. Turkish TUBITAK. Greek Ministry of Industry. Energy and Technology and the U.S. National Science Foundation for providing travel grants to some junior participants at the ASI. R. M. Caprioli A. Malorni G. Sindona June. 1997 IX CONTRIBUTING AUTHORS P. Agozzino Dipartimento di Olimica e Tecnologie Fannaceutiche, UniversitA eli PaleJUlo, Via Archirafi 32, 90123 PaleJUlo, Italy O. Altungoz Department of Chemistry, Imlir Institute of Tecimology, Gaziosmanpasa Bulvari 16, Cankaya Imlir, Turkey J. Amster Department of Otemistry, University of Georgia. Athens Georgia 30602- 2556, Usa P. Arpino Laboratoire de (]limie Analytique, Institut National Agronomique, 16 rue Qaude Bernard, 75231 Paris-05, France U. Bahr Institute for Physical and Theoretial Otemistry, Department of Instrumental Analytical Otemistry, University of Frankfurt, Theodor Stern-Kai 7, 60590 Frankfurt, GeJUlany H. Bartsch GeJUlan Cancer Research Center, 1m Neuenheimer Feld 280, 0-69120 Heidelberg, Getmany M. S. Bolgar Michael Barber Centre for Mass Spectrometry, Department of Otemistry, UMIST, Manchester M60 lQO, UK R. M. Caprioli Analytical Otemistry Center, Department of Biochemistry and Molecular Biology, University of Texas Medical School, P.O. Box 20708, Houston, Tx 77225 V. Carbone Servizio di Spettrometria di Massa del CNR c/o FacoltA di Medicina dell'UniversitA di Napoli Federico n, Via Pansini 5, I - 80131 Napoli, Italy B. A. Cerda Department of Otemistry, University of Akron, Akron, OH 44325-3601, Usa G.Oten Department of Otemistry, Purdue University, West Lafayette IN 47907, Usa R. G. Cooks Department of Otemistry, Purdue University, West Lafayette IN 47907, Usa M. Coulot Central Research Services, Ciba-Geigy Ltd, Ot-4002 Basel, Switzerland A. De Nino Oipartimento di Otimica. UniversitA della Calabria, 1-87030 Arcavacata di Rende (CS), Italy xi XII M. W.Duncan Biomedical Mass Spectrometry, Unit University of New South Wales, Sydney, Australia M. L. Easterling Department of Cllemistry, University of Georgia, Athens Georgia 30602- 2556, Usa T. B. Fanner Analytical Otemistry Center, Department of Biochemistry and Molecular Biology, University of Texas Medical School, P.O. Box 20708, Houston, Tx 77225 P. Ferranti Servizio di Spettrometria di Massa del CNR c/o FacoltA di Medicina dell'UniversitA di Napoli Federico II, Via Pansini 5, I - 80131 Napoli, Italy G. Forte Servizio di Spettrometria di Massa del CNR c/o FacoltA di Medicina dell'UniversitA di Napoli Federico II, Via Pansini 5, I - 80131 Napoli, Italy S.Foti Dipartimento di Scienze Otimiche, UniversitA di Catania, Viale A. Doria 6,95125 Catania, Italy D. Garozzo Istituto per la Chimica e la Tecnologia dei Materiali Polimerici, Viale A Doria 6, 95125 Catania, Italy S. J. Gaskell Michael Barber Centre for Mass Spectrometry, Department of Otemistry, UMIST, Manchester MOO lQD, UK J. K. Gooden Department of Chemistry, Washington University, One Brookings Drive, St Louis, Missouri 63130, Usa M.L. Gross Department of Chemistry, Washington University, One Brookings Drive, St. Louis, Missouri 63130, Usa H. Grossenbacher Core Drug Discovery Technologies, Ciba-Geigy Ltd, CH4002 Basel, Switzerland M. Karas Institute for Physical and Theoretial Otemistry, Department of Instrumental Analytical Chemistry, University of Frankfurt, Theodor Stern-Kai 7, 60590 Frankfurt, Gennany P.Kofel Institute of Organic Otemistry, University of Bern Freiestr. 3, CH-30l2 Bern, Switzerland A. Napoli Dipartimento di Otimica, UniversitA della Calabria, 1-87030 Arcavacata di Rende (CS), Italy
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