Decoding split and pool combinatorial libraries with electron-transfer dissociation tandem mass spectrometry

Journal of the American Society for Mass Spectrometry

Volumn 24, Issue 7, 2013, Pages 1026-1036

  Sarkar, Mohosin ^a   Pascal, Bruce D ^a   Steckler, Caitlin ^a   Aquino, Claudio ^a   Micalizio, Glenn C ^a   Kodadek, Thomas ^a   Chalmers, Michael J ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

Combinatorial library; COPA; ECD; ETD; MS; MS MS; Split and pool synthesis

Indexed keywords

COMBINATORIAL LIBRARY; COPA; ECD; ETD; MS; MS/MS;

BIOASSAY; BIOCHIPS; CHEMICAL COMPOUNDS; DECODING; DISSOCIATION; ISOTOPES; LAKES; MASS SPECTROMETRY; OLIGOMERS; STEREOCHEMISTRY;

LIBRARIES;

AMIDE; BROMINE; CHEMICAL COMPOUND; OLIGOMER; PENTENOIC AMIDE; PROTEIN; UNCLASSIFIED DRUG;

AMINO TERMINAL SEQUENCE; ARTICLE; CARBOXY TERMINAL SEQUENCE; CHEMICAL REACTION; COLLISIONALLY ACTIVATED DISSOCIATION; COMBINATORIAL CHEMISTRY; COMBINATORIAL LIBRARY; COMPUTER MODEL; COMPUTER PROGRAM; ELECTRON TRANSFER DISSOCIATION; ELECTRON TRANSFER DISSOCIATION TANDEM MASS SPECTROMETRY; MOLECULAR INTERACTION; SCREENING; SPLIT AND POOL COMBINATORIAL CHEMISTRY; SPLIT AND POOL COMBINATORIAL LIBRARY; TANDEM MASS SPECTROMETRY;

AMINO ACID SEQUENCE; COMBINATORIAL CHEMISTRY TECHNIQUES; COMPUTER SIMULATION; DRUG DISCOVERY; PEPTIDE LIBRARY; PEPTIDES; SOFTWARE; TANDEM MASS SPECTROMETRY;

EID: 84879083199     PISSN: 10440305     EISSN: 18791123     Source Type: Journal    
DOI: 10.1007/s13361-013-0633-x     Document Type: Article

References (22)

1. Lam, K.S.; Salmon, S.E.; Hersh, E.M.; Hruby, V.J.; Kazmierski, W.M.; Knapp, R.J.: A new type of synthetic peptide library for identifying ligand-binding activity. Nature 354, 82-84 (1991)
2. Lam, K.S.; Lebl, M.; Krchnak, V.: The «one-bead-one-compound» combinatorial library method. Chem. Rev. 97, 411-448 (1997)
3. Ramnarayanan, R.; Chan, B.C.; Salvitti, M.A.; Mallouk, T.E.; Falih, F.M.; Davis, J.; Galloway, D.B.; Bare, S.R.; Willis, R.R.: Directed-sorting method for synthesis of bead-based combinatorial libraries of heterogeneous catalysts. J. Combinat. Chem. 8, 199-212 (2006)
4. Thakkar, A.; Cohen, A.S.; Connolly, M.D.; Zuckermann, R.N.; Pei, D.: High-throughput sequencing of peptoids and peptide-peptoid hybrids by partial edman degradation and mass spectrometry. J. Combinat. Chem. 11, 294-302 (2009)
5. Simpson, L.S.; Kodadek, T.: A cleavable scaffold strategy for the synthesis of one-bead one-compound cyclic peptoid libraries that can be sequenced by tandem mass spectrometry. Tetrahedron Lett. 53, 2341-2344 (2012)
6. Aditya, A.; Kodadek, T.: Incorporation of heterocycles into the backbone of peptoids to generate diverse peptoid-inspired one bead one compound libraries. ACS Combinat. Sci. 14, 164-169 (2012)
7. Ruijtenbeek, R.; Versluis, C.; Heck, A.J.; Redegeld, F.A.; Nijkamp, F.P.; Liskamp, R.M.: Characterization of a phosphorylated peptide and peptoid and peptoid-peptide hybrids by mass spectrometry. J. Mass Spectrom. 37, 47-55 (2002)
8. Syka, J.E.; Coon, J.J.; Schroeder, M.J.; Shabanowitz, J.; Hunt, D.F.: Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. Proc. Natl. Acad. Sci. USA 101, 9528-9533 (2004)
9. Zubarev, R.A.; Kelleher, N.L.; McLafferty, F.W.: Electron capture dissociation of multiply charged protein cations. A nonergodic process. J. Am. Chem. Soc. 120, 3265-3266 (1998)
10. Udeshi, N.D.; Shabanowitz, J.; Hunt, D.F.; Rose, K.L.: Analysis of proteins and peptides on a chromatographic timescale by electron-transfer dissociation MS. FEBS J. 274, 6269-6276 (2007)
11. Cooper, H.J.; Hakansson, K.; Marshall, A.G.: The role of electron capture dissociation in biomolecular analysis. Mass Spectrom. Rev. 24, 201-222 (2005)
12. Hakansson, K.; Chalmers, M.J.; Quinn, J.P.; McFarland, M.A.; Hendrickson, C.L.; Marshall, A.G.: Combined electron capture and infrared multiphoton dissociation for multistage MS/MS in a Fourier transform ion cyclotron resonance mass spectrometer. Anal. Chem. 75, 3256-3262 (2003)
13. Wiesner, J.; Premsler, T.; Sickmann, A.: Application of electron transfer dissociation (ETD) for the analysis of posttranslational modifications. Proteomics 8, 4466-4483 (2008)
14. Chalmers, M.J.; Hakansson, K.; Johnson, R.; Smith, R.; Shen, J.W.; Emmett, M.R.; Marshall, A.G.: Protein kinase A phosphorylation characterized by tandem Fourier transform ion cyclotron resonance mass spectrometry. Proteomics 4, 970-981 (2004)
15. Swaney, D.L.; McAlister, G.C.; Wirtala, M.; Schwartz, J.C.; Syka, J.E.; Coon, J.J.: Supplemental activation method for high-efficiency electron-transfer dissociation of doubly protonated peptide precursors. Anal. Chem. 79, 477-485 (2007)
16. Aquino, C.; Sarkar, M.; Chalmers, M.J.; Mendes, K.; Kodadek, T.; Micalizio, G.: A biomimetic polyketide-inspired approach to small-molecule ligand discovery. Nat. Chem. 4, 99-104 (2012)
17. Burkoth, T.S.; Fafarman, A.T.; Charych, D.H.; Connolly, M.D.; Zuckermann, R.N.: Incorporation of unprotected heterocyclic side chains into peptoid oligomers via solid-phase submonomer synthesis. J. Am. Chem. Soc. 125, 8841-8845 (2003)
18. Olivos, H.J.; Alluri, P.G.; Reddy, M.M.; Salony, D.; Kodadek, T.: Microwave-assisted solid-phase synthesis of peptoids. Org. Lett. 4, 4057-4059 (2002)
19. Zuckermann, R.N.; Kerr, J.M.; Kent, S.B.H.; Moos, W.H.: Efficient method for the preparation of peptoids [oligo(N-substituted glycines)] by submonomer solid-phase synthesis. J. Am. Chem. Soc. 114, 10646-10647 (1992)
20. Rockwood, A.L.; Haimi, P.: Efficient calculation of accurate masses of isotopic peaks. J. Am. Soc. Mass Spectrom. 17, 415-419 (2006)
21. Rockwood, A.L.; Van Orman, J.R.; Dearden, D.V.: Isotopic compositions and accurate masses of single isotopic peaks. J. Am. Soc. Mass Spectrom. 15, 12-21 (2004)
22. Roepstorff, P.; Fohlman, J.: Letter to the editors. Biol. Mass Spectrom. 11, 601-601 (1984)