Abstract
The application of mass spectrometry (MS) to the structural analysis of large biopolymers, such as nucleic acids, combines the desirable characteristics of low-level detectability with high selectivity. Current MS techniques are capable of providing mol wt and structurally specific information with submicrogram quantities of sample.
Keywords
- Matrix Assist Laser Desorption
- Fast Atom Bombardment
- Fast Atom Bombardment Mass Spectrometry
- Plasma Desorption
- Nucleic Acid Component
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Zamecnik, P C. and Agrawal, S. (1991) The hybridization or antisense, approach to the chemotherapy of AIDS, in Aids Research Reviews, vol. 1 (Koff, W. C, WongStaal, F., and Kennedy, R. C, eds ), Marcel Dekker, New York, pp. 301–313.
Agrawal, S, Temsamani, J., and Tang, J. Y (1991) Pharmacokinetics, biodistribution, and stability of oligodeoxynucleotide phosphorthioates in mice. Proc Natl. Acad Sei. USA 88, 7595–7599.
Toren, P. C, Betsch, D F., Weith, H. L., and Coul, J. M. (1986) Determination of impurities in nucleoside 3′-phosphoradmidites by fast atom bombardment mass spectrometry. Anal. Biochem 152, 291–294.
Arlandini, E., Gioia, B., Brasca, M. G., and Fustinoni, S. (1990) Comparison of FAB and FD mass spectrometry in the analysis of unusually linked nucleotides Nucleosides Nucleotides 2, 424–431.
Burhngame, A. L, Bailhe, T A., and Derrick, P. J. (1986) Mass spectrometry. Anal Chem. 58, 165R–211R.
Barber M., Bordoli, R. S, Sedgwick, R. D, and Tyler, A. N. (1981) Fast atom bombardment of solids (F. A B ). A new ion source for mass spectrometry. J. Chem. Soc Chem. Commun. 325–327.
Roepstorff, P and Sundqvist, B. (1986) Plasma desorption mass spectrometry of high-molecular weight biomolecules, in Mass Spectrometry in Biomedical Research (Gaskell, S J, ed), Wiley, New York, pp. 269–285.
Hillenkamp, F, Karas, M, Ingendoh, A., and Stahl, B. (1990) Matrix-assisted UV laser desportion/ionization: a new approach to mass spectrometry of large biomolecules, in Biological Mass Spectrometry (Burhngame, A. L. and McCloskey, J A., eds.), Elsevier, Amsterdam, pp. 49–60
Whitehouse, C. M, Dreyer, R. N, Yamashita, M, and Fenn, J. B. (1985) Electrospray interface for liquid chromatographsand mass spectrometers Anal Chem. 57, 675–679
Brunnee, K. (1987) The ideal mass analyzer: fact or fiction? Int. J. Mass Spectrom. Ion Proc. 76, 121–237
McCloskey, J A (1974) Mass spectrometry, in Basic Principles in Nucleic Acid Chemistry, vol 1 (Ts’o, P O. P., ed.), Academic, New York, pp. 209–309.
Hignite, C (1980) Nucleic acids and derivatives, in Biochemical Applications of Mass Spectrometry, First Supplementary Volume (Waller, G R. and Dermer, O C, eds ), Wiley, New York, pp 527–566.
Schräm, K H. (1989) Purines and pyrimidines, in Mass Spectrometry (Lawson, A M., ed ), Walter de Gruyter, Berlin, pp 508–570.
Schräm, K H (1990) Mass spectrometry of nucleic acid components, in Biomedical Applications of Mass Spectrometry, vol 34 (Suelter, C. H. and Watson, J. T., eds.), Wiley, New York, pp. 203–287.
Jankowski, K., Jocelyn-Parf, J. R, and Wightman, R. H. (1986) Mass spectrometry of nucleic acids. Adv Heterocyclic Chem 39, 79–115.
Pang, H, Schräm, K. H., Smith, D. L, Gupta, S. P, Townsend, L B., and McCloskey, J. A (1982) Mass spectrometry of nucleic acid constituents. Tn-methylsilyl derivatives of nucleosides J Org. Chem. 47, 3923–3932
Crow, F. W., Tomer, K. B., Gross, M. L., McCloskey, J. A., and Berstrom, D. E. (1984) Fast atom bombardment combined with tandem mass spectrometry for the determination of nucleosides. Anal. Biochem 139, 243–262.
Schräm, K. H. (1988) Analysis of nucleosides, nucleotides and oligonucleotides using fast atom bombardment mass spectrometry. Trends Anal. Chem. 7, 28–32.
Crain, P. F (1990) Mass spectrometric techniques in nucleic acid research. Mass Spectrom. Rev 2, 505–554.
Slowikowski, D. and Schram, K. H., (1985) Fast atom bombardment mass spectrometry of nucleosides. Comparison with electron impact and chemical ionization mass spectra Nucleosides and Nucleotides 4, 347–376.
Lawson, A. M., Stillwell, R. N, Tacker, M. M, Tsuboyama, K., and McCloskey, J. A. (1971) Mass spectrometry of nucleic acid components. Trimethylsilyl derivatives of nucleotides. J. Am. Chem. Soc. 2, 1014–1023.
Schräm, K. H. (1990) Preparation of trimethylsilyl derivatives of nucleic acid components, in Methods in Enzymology, vol. 193 (McCloskey, J. A, ed.), Academic, Orlando, pp. 791–795
Teece, R. G. and Schram, K. H. (1986) Preparation and gas phase analysis of permethylated nucleosides, in Nucleic Acid Chemistry, vol. 3 (Townsend, L B. and Tipson, R. S., eds.), Wiley-Interscience, New York, pp. 311–328.
Petit, G. R., Einck, J. J, and Brown, P. (1978) Structural biochemistry 15. Mass spectrometry of permethylated nucleotides. Biomed. Mass Spectrom. 5, 153–160.
Isern-Flecha, I., Jiang, X-Y, Cooks, R. G, Pfleiderer, W., Chae, W.-G., and Chang, C.-J. (1987) Characterization of an alkylated dinucleotide by desorp-tion chemical ionization and tandem mass spectrometry. Biomed. Environ. Mass Spectrom 14, 17–22
Schulten, H.-R. and Schiebel, H. M (1985) Field desorption and fast atom bombardment mass spectrometry of pyridine nucleotides and nucleoside triphosphates. Fres Z Anal. Chem. 321, 531–537.
Bertrand, M.J, Benham, V, St-louis, R., and Evans, M J (1989) Continuous flow fast atom bombardment mass spectrometry of mononucleotides and their metal complexes Can J. Chem. 67, 911–920.
Slowikowski, D., and Schram, K H. (1985) Fast atom bombardment mass spectrometry of nucleosides, nucleotides and oligonucleotides. Nucleosides Nucleotides 4, 309–345.
Eagles, J., Javanaud, C, and Self, R (1984) Fast atom bombardment mass spectrometry of nucleosides and nucleotides Biomed. Mass Spectrom. 11, 41–47
Fenselau, C (1984) Fast atom bombardment and middle molecule mass spectrometry. J Nat Prod. 47, 215–225
Hogg, A. M., Kelland, J. G, and Vederas, J. C. (1986) Investigation of ribo-and deoxyribonucleosides and-nucleotides by fast atom bombardment mass spectrometry Helv Chim Acta 69, 908–917
Schram, K. H., and Slowikowski, D. L. (1986) Fast atom bombardment of trimethylsilyl derivatives of nucleosides and nucleotides. Biomed. Environ. Mass Spectrom. 13, 263–264.
Weng, C.-M., Hammargren, W M., Slowikowski, D., Schram, K H., Borysko, C, Wotring, L., and Townsend, L. B. (1989) Low nanogram detection of nucleotides using fast atom bombardment mass spectrometry. Anal. Biochem. 178, 102–106
Sakurai, T, Matsuo, T., Kusai, A., and Nojima, K. (1989) Collisionally activated decomposition spectra of normal nucleosides and nucleotides using a four-sector tandem mass spectrometer. Rapid Commun. Mass Spectrom. 3, 212–216.
Walton, T. J., Ghosh, D, Newton, R. P, Brenton, A G., and Harris, F. M (1990) Differentiation of isomeric purine and pyrimidine mononucleotides by fast atom bombardment tandem mass spectrometry. Nucleosides and Nucleotides 2, 967–983
Vigny, P. and Vian, A (1989) Mass spectrometry applied to natural products: nucleosides, nucleotides and nucleic acids. Mass Spectrometry, Specialist Periodical Reports 10, 253.
Ligon, W. V. and Dorn, S. B. (1986) Improved secondary ion mass spectral sensitivity for adenosine triphosphate disodium salt. Fres. Z. Anal. Chem. 325, 625–626
Newton, R P., Brenton, A. G, Walton, T. J., Harris, F. M., Ghosh, D., Jenkins, A. M., and Kingston, E E. (1990) Application of fast atom bombardment mass spectrometry and mass-analyzed ion kinetic energy spectrum scanning to studies of cyclic nucleotide biochemistry Nucleosides and Nucleotides 2, 365–368
Newton, R. P, Walton, T. J., Basaif, S. A, Jenkins, A. M., Brenton, A. G., Ghosh, D, and Harris, F. M (1989) Identification of butyryl derivatives of cyclic nucleotides by positive ion fast atom bombardment mass spectrometry and mass-analyzed ion kinetic energy spectrometry. Org Mass Spectrom 24, 679–688.
Lindner, J., Grotemeyer, J., and Schlag, E. W (1990) Applications of mul-tiphoton ionization mass spectrometry: small protected nucleosides and nucleotides. Int. J. Mass Spectrom. Ion Proc. 100, 267–285.
Hiraoka, K. and Kudaka, I (1990) Electrospray interface for liquid chroma-tography/mass spectrometry. Rapid Commun. Mass Spectrom. 4, 519–526.
McLuckey, S A, Van Berkel, G. J, and Glish, G. L. (1992) Tandem mass spectrometry of small, multiply charged oligonucleotides J Am. Soc. Mass Spectrom. 3, 60–70.
Hunt, D F., Hignite, C. E, and Bieman, K (1968) Structure elucidation of dinucleotides by mass spectrometry. Biochem. Biophys. Res Commun. 33, 378–383
Sindona, G., Uccella, N, and Weclawek, K (1982) Structure determination of isomeric oligodeoxynucleotide salts by fast atom bombardment mass spectrometry J Chem Res (S) 184–185
Wolter, A., Mohringer, C, Koster, H, and Konig, W. A. (1987) Negative ion FAB mass spectrometric analysis of non-charged key intermediates in oligonucleotide synthesis: rapid identification of partially protected dinucleoside monophosphates. Biomed Environ Mass Spectrom. 14, 111–116.
Grotjahn, L., Frank, R., Heisterberg-Moutsis, G., and Blocker, H. (1984) Fast identification by FAB mass spectrometry of building blocks for oligonucleotide synthesis. Tet. Lett. 25, 5373–5376
Griffin, D., Laramee, J., Deinzer, M., Stirchak, E., and Weller, D. (1988) Negative ion fast atom bombardment mass spectrometry of oligodeoxynucleotide carbamate analogs. Biomed. Environ Mass Spectrom. 17, 105–111.
Cerny, R. L., Gross, M. L., and Grotjahn, L. (1986) Fast atom bombardment combined with tandem mass spectrometry for the study of dinucleotides. Anal. Biochem. 156, 424–435.
McNeal, C. J., Ogilvie, K. K., Theriault, N. Y., and Nemer, M J (1982) A new method for sequencing fully protected oligonucleotides using 252Cf-plasma desorption mass spectrometry 1. Negative ions of dinucleoside monophosphates. J. Am. Chem. Soc. 104, 972–975.
Hettich, R. and Buchanan, M. (1991) Structural characterization of normal and modified oligonucleotides by matrix assisted laser desorption Fourier transform mass spectrometry. J Am. Soc. Mass Spectrom. 2, 402–412.
McCloskey, J. A. and Crain, P. F. (1992) Progress in mass spectrometry of nucleic acid constituents-analysis of xenobiotic modifications and measurements at high mass. Int J Mass Spectrom Ion Proc. 118/119, 593–615
Guy, A., Molko, D, Wagrez, L, and Teoule, R. (1986) Chemical synthesis of oligonucleotides containing N6-methyladenine residues in the GATC site. Helv. Chim. Acta 69, 1034–1040.
Grotjahn, L., Frank, R, and Blocker, H. (1982) Ultrafast sequencing of oli-godeoxyribonucleotides by FAB-mass spectrometry. Nucleic Acids Res. 10, 4671–4678.
Grotjahn, L and Steinen, H. (1985) Mass spectrometry in molecular design, in Mass Spectrometry in the Health and Life Sciences (Burlingame, A L. and Castagnoh, Jr., N., eds.), Elsevier, Amsterdam, pp. 597–614
Grotjahn, L, Blocker, H., and Frank, R. (1985) Mass spectroscopic sequence analysis of oligonucleotides. Biomed Mass Spectrom. 12, 514–524
Jankowski, K. and Soler, F (1984) Sequencing of polynucleotides via FAB mass spectrometry a half-sequence method (part IX) J. Bioelectricity 3, 299–304.
Cerny, R L, Tomer, K. B., Gross, M. L., and Grotjahn, L. (1987) Fast atom bombardment combined with tandem mass spectrometry for determining structures of small oligonucleotides Anal Biochem 165, 175–182
Caprioli, R M (1990) Design and operation, in Continuous-Flow Fast Atom Bombardment Mass Spectrometry (Caprioli, R. M, ed.), Wiley, New York, pp 1–27.
Iden, C R. and Rieger, R A. (1989) Structure analysis of modified oligode-oxyribonucleotides by negative ion fast atom bombardment mass spectrometry. Biomed Environ. Mass Spectrom 18, 617–619
McNeal, C J., Ogilvie, K. K., Theriault, N. Y., and Nemer, M. J. (1982) A new method for the analysis of fully protected oligonucleotides by 252Cf-plasmadesorption mass spectrometry. 3. Positive ions. J. Am. Chem. Soc. 104, 981–984.
McNeal, C. J., Ogilvie, K K., Theriault, N. Y., and Nemer, M. J (1982) A new method for the analysis of fully protected oligonucleotides by 252Cf-plasma desorption mass spectrometry. 3. Negative ions of subunits in the stepwise synthesis of a heptaribonucleotide. J. Am. Chem. Soc. 104, 976–980.
Viari, A., Ballini, J. P., Vigny, P., Shire, D., and Dousset, P. (1987) Sequence analysis of unprotected trideoxyribonucleoside diphosphates by 252Cf-plasma desorption mass spectrometry. Biomed. Environ Mass Spectrom 14, 83–90.
Hillenkamp, F., Karas, M, Ingendoh, A, and Stahl, B. (1990) Matrix assisted UV-laser desorption/ionization: a new approach to mass spectrometry of large biomolecules, in Biological Mass Spectrometry (Burlingame, A. L. and McCloskey, J. A., eds.), Elsevier, Amsterdam, pp. 49–60.
Spengler, B., Pan, Y., Cotter, R. J, and Kan, L S. (1990) Molecular weight determination of underivatized oligodeoxyribonucleotides by laser-desorption mass spectrometry. Rapid Commun. Mass Spectrom. 4, 99–102.
Stults, J. T. and Marsters, J. C. (1991) Improved electrospray ionization of synthetic oligodeoxynucleotides. Rapid Commun. Mass Spectrom. 5, 359–363.
Covey, T R., Bonner, R F., and Shushan, B. I. (1988) The determination of protein, oligonucleotide and peptide molecular weights by ion-spray mass spectrometry. Rapid Commun Mass Spectrom. 2, 249–256.
Smith, R. D., Loo, J. A., Edmonds, C. G, Barinaga, C. J., and Udseth, H. R. (1990) New developments in biochemical mass spectrometry electrospray ionization. Anal. Chem 62, 882–899
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© 1994 Humana Press Inc., Totowa, NJ
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McClure, T.D., Schram, K.H. (1994). Mass Spectrometry of Nucleotides and Oligonucleotides. In: Protocols for Oligonucleotide Conjugates. Methods in Molecular Biology, vol 26. Humana Press. https://doi.org/10.1007/978-1-59259-513-6_13
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DOI: https://doi.org/10.1007/978-1-59259-513-6_13
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