메뉴 건너뛰기




Volumn 22, Issue 10, 2011, Pages 1771-1783

Tandem mass spectrometric characterization of thiol peptides modified by the chemoselective cationic sulfhydryl reagent (4-iodobutyl) triphenylphosphonium - Effects of a cationic thiol derivatization on peptide fragmentation

Author keywords

Fixed charge modification; Peptide fragmentation; Proline effect; Thiol specific modification

Indexed keywords

ALKYLATION REAGENTS; AMIDE BOND; CHARGE STATE; CHEMOSELECTIVE; CLEAVAGE SITES; COLLISION-INDUCED DISSOCIATION; CYSTEINE RESIDUES; DERIVATIZATIONS; FIXED CHARGES; IMPACT FRAGMENTATION; LOW ENERGIES; PEPTIDE BACKBONES; PEPTIDE FRAGMENTATION; PHOSPHONIUM MOIETY; PROLINE EFFECT; PROTON AFFINITY; QUADRUPOLES; RELATIVE ABUNDANCE; SULFHYDRYL; TANDEM MASS SPECTROMETRIC; TANDEM MASS SPECTROMETRY; THIOL GROUPS; THIOL PEPTIDES; THIOL-SPECIFIC MODIFICATION; TIME OF FLIGHT;

EID: 80755159120     PISSN: 10440305     EISSN: 18791123     Source Type: Journal    
DOI: 10.1007/s13361-011-0192-y     Document Type: Article
Times cited : (8)

References (41)
  • 1
    • 3543043134 scopus 로고    scopus 로고
    • Enrichment of cysteine-containing peptides from tryptic digests using a quaternary amine tag
    • DOI 10.1021/ac0354645
    • Ren, D., Julka, S., Inerowicz, H. D., Regnier, F. E.: Enrichment of cysteine-containing peptides from tryptic digests using a quaternary amine tag. Anal. Chem. 76, 4522-4530 (2004) (Pubitemid 39014030)
    • (2004) Analytical Chemistry , vol.76 , Issue.15 , pp. 4522-4530
    • Ren, D.1    Julka, S.2    Inerowicz, H.D.3    Regnier, F.E.4
  • 2
    • 0032535467 scopus 로고    scopus 로고
    • Modification of cysteine residues by alkylation. A tool in peptide mapping and protein identification
    • Sechi, S., Chait, B. T.: Modification of cysteine residues by alkylation. A tool in peptide mapping and protein identification. Anal. Chem. 70, 5150-5158 (1998)
    • (1998) Anal. Chem. , vol.70 , pp. 5150-5158
    • Sechi, S.1    Chait, B.T.2
  • 4
    • 0027006551 scopus 로고
    • Alkylation of cysteine with acrylamide for protein sequence analysis
    • Brune, D. C.: Alkylation of cysteine with acrylamide for protein sequence analysis. Anal. Biochem. 207, 285-290 (1992) (Pubitemid 23144300)
    • (1992) Analytical Biochemistry , vol.207 , Issue.2 , pp. 285-290
    • Brune, D.C.1
  • 5
    • 0014939933 scopus 로고
    • The chromatographic determination of cysteine and cysteine residues in proteins as s-β-(4-pyridylethyl) cysteine
    • Friedman, M., Krull, L. H., Cavins, J. F.: The chromatographic determination of cysteine and cysteine residues in proteins as s-β-(4-pyridylethyl) cysteine. J. Biol. Chem. 245, 3868-3871 (1970)
    • (1970) J. Biol. Chem. , vol.245 , pp. 3868-3871
    • Friedman, M.1    Krull, L.H.2    Cavins, J.F.3
  • 6
    • 0034326966 scopus 로고    scopus 로고
    • New separation tools for comprehensive studies of protein expression by mass spectrometry
    • Nilsson, C. L., Davidsson, P.: New separation tools for comprehensive studies of protein expression by mass spectrometry. Mass Spectrom. Rev. 19, 390-397 (2000)
    • (2000) Mass Spectrom. Rev. , vol.19 , pp. 390-397
    • Nilsson, C.L.1    Davidsson, P.2
  • 7
    • 0242580898 scopus 로고    scopus 로고
    • Determination of Disulfide Bond Assignment of Human Vitamin K-dependent γ-Glutamyl Carboxylase by Matrix-assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry
    • DOI 10.1074/jbc.M309164200
    • Tie, J. K., Mutucumarana, V. P., Straight, D. L., Carrick, K. L., Pope, R. M., Stafford, D. W.: Determination of disulfide bond assignment of human vitamin K-dependent γ-glutamyl carboxylase by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. J. Biol. Chem. 278, 45468-45475 (2003) (Pubitemid 37432685)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.46 , pp. 45468-45475
    • Tie, J.-K.1    Mutucumarana, V.P.2    Straight, D.L.3    Carrick, K.L.4    Pope, R.M.5    Stafford, D.W.6
  • 8
    • 15444362347 scopus 로고    scopus 로고
    • Surface expression, single-channel analysis and membrane topology of recombinant Chlamydia trachomatis major outer membrane protein
    • Findlay, H. E., McClafferty, H., Ashley, R. H.: Surface expression, single-channel analysis and membrane topology of recombinant Chlamydia trachomatis Major Outer Membrane Protein. BMC Microbiol. 5, 5-20 (2005)
    • (2005) BMC Microbiol. , vol.5 , pp. 5-20
    • Findlay, H.E.1    McClafferty, H.2    Ashley, R.H.3
  • 9
    • 0030977056 scopus 로고    scopus 로고
    • Dimer model for the microfibrillar protein fibulin-2 and identification of the connecting disulfide bridge
    • DOI 10.1093/emboj/16.11.3035
    • Sasaki, T., Mann, K., Wiedemann, H., Gohring, W., Lustig, A., Engel, J., Chu, M. L., Timpl, R.: Dimer model for the microfibrillar protein fibulin-2 and identification of the connecting disulfide bridge. EMBO J. 16, 3035-3043 (1997) (Pubitemid 27234943)
    • (1997) EMBO Journal , vol.16 , Issue.11 , pp. 3035-3043
    • Sasaki, T.1    Mann, K.2    Wiedemann, H.3    Gohring, W.4    Lustig, A.5    Engel, J.6    Chu, M.-L.7    Timpl, R.8
  • 12
    • 0025731190 scopus 로고
    • Derivatization of peptides to enhance ionization efficiency and control fragmentation during analysis by fast atom bombardment tandem mass spectrometry
    • Wagner, D. S., Salari, A., Gage, D. A., Leykam, J., Fetter, J., Hollingsworth, R., Watson, J. T.: Derivatization of peptides to enhance ionization efficiency and control fragmentation during analysis by fast atom bombardment tandem mass spectrometry. Biol. Mass Spectrom. 20, 419-425 (1991)
    • (1991) Biol. Mass Spectrom. , vol.20 , pp. 419-425
    • Wagner, D.S.1    Salari, A.2    Gage, D.A.3    Leykam, J.4    Fetter, J.5    Hollingsworth, R.6    Watson, J.T.7
  • 13
    • 33745268913 scopus 로고    scopus 로고
    • Enhancing electrospray ionization efficiency of peptides by derivatization
    • DOI 10.1021/ac0602266
    • Mirzaei, H., Regnier, F.: Enhancing electrospray ionization efficiency of peptides by derivatization. Anal. Chem. 78, 4175-4183 (2006) (Pubitemid 43927413)
    • (2006) Analytical Chemistry , vol.78 , Issue.12 , pp. 4175-4183
    • Mirzaei, H.1    Regnier, F.2
  • 14
    • 32444449409 scopus 로고    scopus 로고
    • Enrichment of carbonylated peptides using Girard P reagent and strong cation exchange chromatography
    • DOI 10.1021/ac0514220
    • Mirzaei, H., Regnier, F.: Enrichment of carbonylated peptides using Girard P reagent and strong cation exchange chromatography. Anal. Chem. 78, 770-778 (2006) (Pubitemid 43228584)
    • (2006) Analytical Chemistry , vol.78 , Issue.3 , pp. 770-778
    • Mirzaei, H.1    Regnier, F.2
  • 15
    • 66149143552 scopus 로고    scopus 로고
    • Simplifying fragmentation patterns of multiply charged peptides by N-terminal derivatization and electron transfer collision activated dissociation
    • Madsen, J. A., Brodbelt, J. S.: Simplifying fragmentation patterns of multiply charged peptides by N-terminal derivatization and electron transfer collision activated dissociation. Anal. Chem. 81, 3645-3653 (2009)
    • (2009) Anal. Chem. , vol.81 , pp. 3645-3653
    • Madsen, J.A.1    Brodbelt, J.S.2
  • 16
    • 0031567995 scopus 로고    scopus 로고
    • A picomole-scale method for charge derivatization of peptides for sequence analysis by mass spectrometry
    • Huang, Z. H., Wu, J., Roth, K. D., Yang, Y., Gage, D. A., Watson, J. T.: A picomole-scale method for charge derivatization of peptides for sequence analysis by mass spectrometry. Anal. Chem. 69, 137-144 (1997) (Pubitemid 127698230)
    • (1997) Analytical Chemistry , vol.69 , Issue.2 , pp. 137-144
    • Huang, Z.-H.1    Wu, J.2    Roth, K.D.W.3    Yang, Y.4    Gage, D.A.5    Watson, J.T.6
  • 17
    • 0032804741 scopus 로고    scopus 로고
    • Charge derivatization of peptides to simplify their sequencing with an ion trap mass spectrometer
    • DOI 10.1002/(SICI)1097-0231(19990730)13:14<1413::AID-RCM657>3.0. CO;2-4
    • Adamczyk, M., Gebler, J. C., Wu, J.: Charge derivatization of peptides to simplify their sequencing with an ion trap mass spectrometer. Rapid Commun. Mass Spectrom. 13, 1413-1422 (1999) (Pubitemid 29345290)
    • (1999) Rapid Communications in Mass Spectrometry , vol.13 , Issue.14 , pp. 1413-1422
    • Adamczyk, M.1    Gebler, J.C.2    Wu, J.3
  • 18
    • 0034582547 scopus 로고    scopus 로고
    • Investigation of the tris(trimethoxyphenyl)phosphonium acetyl charged derivatives of peptides by electrospray ionization mass spectrometry and tandem mass spectrometry
    • DOI 10.1016/S1044-0305(99)00127-0, PII S1044030599001270
    • Sadagopan, N., Watson, J. T.: Investigation of the tris (trimethoxyphenyl) phosphonium acetyl charged derivatives of peptides by electrospray ionization mass spectrometry and tandem mass spectrometry. J. Am. Soc. Mass Spectrom. 11, 107-119 (2000) (Pubitemid 34506429)
    • (2000) Journal of the American Society for Mass Spectrometry , vol.11 , Issue.2 , pp. 107-119
    • Sadagopan, N.1    Watson, J.T.2
  • 19
    • 33847210333 scopus 로고    scopus 로고
    • Improving de novo sequencing of peptides using a charged tag and C-terminal digestion
    • Chen, W., Lee, P. J., Shion, H., Ellor, N., Gebler, J. C.: Improving de novo sequencing of peptides using a charged tag and C-terminal digestion. Anal. Chem. 79, 1583-1590 (2007)
    • (2007) Anal. Chem. , vol.79 , pp. 1583-1590
    • Chen, W.1    Lee, P.J.2    Shion, H.3    Ellor, N.4    Gebler, J.C.5
  • 20
    • 20444457125 scopus 로고    scopus 로고
    • Computational investigation and hydrogen/deuterium exchange of the fixed charge derivative tris(2,4,6-trimethoxyphenyl) phosphonium: Implications for the aspartic acid cleavage mechanism
    • DOI 10.1016/j.jasms.2005.03.028, PII S1044030505002643
    • Herrmann, K. A., Wysocki, V. H., Vorpagel, E. R.: Computational investigation and hydrogen/deuterium exchange of the fixed charge derivative tris (2, 4, 6-trimethoxyphenyl) phosphonium: Implications for the aspartic acid cleavage mechanism. J. Am. Soc. Mass Spectrom. 16, 1067-1080 (2005) (Pubitemid 40828788)
    • (2005) Journal of the American Society for Mass Spectrometry , vol.16 , Issue.7 , pp. 1067-1080
    • Herrmann, K.A.1    Wysocki, V.H.2    Vorpagel, E.R.3
  • 21
    • 0034501099 scopus 로고    scopus 로고
    • Mobile and localized protons: A framework for understanding peptide dissociation
    • DOI 10.1002/1096-9888(200012)35:12<1399::AID-JMS86>3.0.CO;2-R
    • Wysocki, V. H., Tsaprailis, G., Smith, L. L., Breci, L. A.: Mobile and localized protons: a framework for understanding peptide dissociation. J. Mass Spectrom. 35, 1399-1406 (2000) (Pubitemid 32063646)
    • (2000) Journal of Mass Spectrometry , vol.35 , Issue.12 , pp. 1399-1406
    • Wysocki, V.H.1    Tsaprailis, G.2    Smith, L.L.3    Breci, L.A.4
  • 22
    • 0034536341 scopus 로고    scopus 로고
    • Selective gas-phase cleavage at the peptide bond C-terminal to aspartic acid in fixed-charge derivatives of Asp-containing peptides
    • DOI 10.1021/ac000555c
    • Gu, C., Tsaprailis, G., Breci, L., Wysocki, V. H.: Selective gas-phase cleavage at the peptide bond C-terminal to aspartic acid in fixed-charge derivatives of Asp-containing peptides. Anal. Chem. 72, 5804-5813 (2000) (Pubitemid 32002334)
    • (2000) Analytical Chemistry , vol.72 , Issue.23 , pp. 5804-5813
    • Gu, C.1    Tsaprailis, G.2    Breci, L.3    Wysocki, V.H.4
  • 24
    • 77958185973 scopus 로고    scopus 로고
    • 'Fixed charge' chemical derivatization and data dependant multistage tandem mass spectrometry for mapping protein surface residue accessibility
    • Zhou, X., Lu, Y., Wang, W., Borhan, B., Reid, G. E.: 'Fixed charge' chemical derivatization and data dependant multistage tandem mass spectrometry for mapping protein surface residue accessibility. J. Am. Soc. Mass Spectrom. 21, 1339-1351 (2010)
    • (2010) J. Am. Soc. Mass Spectrom. , vol.21 , pp. 1339-1351
    • Zhou, X.1    Lu, Y.2    Wang, W.3    Borhan, B.4    Reid, G.E.5
  • 25
    • 0142169325 scopus 로고    scopus 로고
    • Two subpopulations of mitochondria in the aging rat heart display heterogenous levels of oxidative stress
    • DOI 10.1016/S0891-5849(03)00468-4
    • Suh, J. H., Heath, S. H., Hagen, T. M.: Two subpopulations of mitochondria in the aging rat heart display heterogeneous levels of oxidative stress. Free Radic. Biol. Med. 35, 1064-1072 (2003) (Pubitemid 37315699)
    • (2003) Free Radical Biology and Medicine , vol.35 , Issue.9 , pp. 1064-1072
    • Suh, J.H.1    Heath, S.-H.2    Hagen, T.M.3
  • 26
    • 33749457861 scopus 로고    scopus 로고
    • New role for an old probe: Affinity labeling of oxylipid protein conjugates by N'-aminooxymethylcarbonylhydrazino D-biotin
    • DOI 10.1021/ac0607257
    • Chavez, J., Wu, J., Han, B., Chung, W. G., Maier, C. S.: New role for an old probe: Affinity labeling of oxylipid protein conjugates by N'-aminooxymethylcarbonylhydrazino d-biotin. Anal. Chem. 78, 6847-6854 (2006) (Pubitemid 44522535)
    • (2006) Analytical Chemistry , vol.78 , Issue.19 , pp. 6847-6854
    • Chavez, J.1    Wu, J.2    Han, B.3    Chung, W.-G.4    Maier, C.S.5
  • 27
    • 35448937584 scopus 로고    scopus 로고
    • Optimization of parameters for semiempirical methods V: Modification of NDDO approximations and application to 70 elements
    • DOI 10.1007/s00894-007-0233-4
    • Stewart, J. J.: Optimization of parameters for semiempirical methods V: modification of NDDO approximations and application to 70 elements. J. Mol. Model. 13, 1173-1213 (2007) (Pubitemid 47629446)
    • (2007) Journal of Molecular Modeling , vol.13 , Issue.12 , pp. 1173-1213
    • Stewart, J.J.P.1
  • 29
    • 84855687933 scopus 로고    scopus 로고
    • http://webbook.nist.gov/chemistry/ion/#PA.
  • 31
    • 0033060734 scopus 로고    scopus 로고
    • + ions from protonated peptides: An ab initio study
    • DOI 10.1002/(SICI)1097-0231(19990330)13:6<525::AID-RCM519>3.0.CO;2- O
    • Paizs, B., Lendvay, G., Vékey, K., Suhai, S.: Formation of b2+ ions from protonated peptides: an ab initio study. Rapid Commun. Mass Spectrom. 13, 525-533 (1999) (Pubitemid 29139215)
    • (1999) Rapid Communications in Mass Spectrometry , vol.13 , Issue.6 , pp. 525-533
    • Paizs, B.1    Lendvay, G.2    Vekey, K.3    Suhai, S.4
  • 32
    • 0036685575 scopus 로고    scopus 로고
    • Proton affinities of methyl esters of N-acetylated amino acids
    • Addario, V., Guo, Y., Chu, I. K., Ling, Y., Siu, K. W. M.: Proton affinities of methyl esters of N-acetylated amino acids. Int. J. Mass Spectrom. 219, 101-114 (2002)
    • (2002) Int. J. Mass Spectrom. , vol.219 , pp. 101-114
    • Addario, V.1    Guo, Y.2    Chu, I.K.3    Ling, Y.4    Siu, K.W.M.5
  • 33
    • 34648828201 scopus 로고    scopus 로고
    • Experimental and theoretical proton affinities of methionine, methionine sulfoxide and their N-and C-terminal derivatives
    • Lioe, H., O'Hair, R. A. J., Gronert, S., Austin, A., Reid, G. E.: Experimental and theoretical proton affinities of methionine, methionine sulfoxide and their N-and C-terminal derivatives. Int. J. Mass Spectrom. 267, 220-232 (2007)
    • (2007) Int. J. Mass Spectrom. , vol.267 , pp. 220-232
    • Lioe, H.1    O'Hair, R.A.J.2    Gronert, S.3    Austin, A.4    Reid, G.E.5
  • 36
    • 21844457685 scopus 로고    scopus 로고
    • Fragmentation pathways of protonated peptides
    • Paizs, B., Suhai, S.: Fragmentation pathways of protonated peptides. Mass Spectrom. Rev. 24, 508-548 (2005)
    • (2005) Mass Spectrom. Rev. , vol.24 , pp. 508-548
    • Paizs, B.1    Suhai, S.2
  • 37
    • 13844275962 scopus 로고    scopus 로고
    • Mass spectrometry of peptides and proteins
    • DOI 10.1016/j.ymeth.2004.08.013
    • Wysocki, V. H., Resing, K. A., Zhang, Q., Cheng, G.: Mass spectrometry of peptides and proteins. Methods. 35, 211-222 (2005) (Pubitemid 40255587)
    • (2005) Methods , vol.35 , Issue.3 SPEC. ISS. , pp. 211-222
    • Wysocki, V.H.1    Resing, K.A.2    Zhang, Q.3    Cheng, G.4
  • 38
  • 39
    • 20444459841 scopus 로고    scopus 로고
    • Statistical characterization of the charge state and residue dependence of low-energy CID peptide dissociation patterns
    • DOI 10.1021/ac0480949
    • Huang, Y., Triscari, J. M., Tseng, G. C., Pasa-Tolic, L., Lipton, M. S., Smith, R. D., Wysocki, V. H.: Statistical characterization of the charge state and residue dependence of low-energy CID peptide dissociation patterns. Anal. Chem. 77, 5800-5813 (2005) (Pubitemid 41324278)
    • (2005) Analytical Chemistry , vol.77 , Issue.18 , pp. 5800-5813
    • Huang, Y.1    Triscari, J.M.2    Tseng, G.C.3    Pasa-Tolic, L.4    Lipton, M.S.5    Smith, R.D.6    Wysocki, V.H.7
  • 40
    • 0038034116 scopus 로고    scopus 로고
    • Cleavage N-terminal to proline: Analysis of a database of peptide tandem mass spectra
    • DOI 10.1021/ac026359i
    • Breci, L. A., Tabb, D. L., Yates, J. R., 3rd, Wysocki, V. H.: Cleavage N-terminal to proline: Analysis of a database of peptide tandem mass spectra. Anal. Chem. 75, 1963-1971 (2003) (Pubitemid 36542332)
    • (2003) Analytical Chemistry , vol.75 , Issue.9 , pp. 1963-1971
    • Breci, L.A.1    Tabb, D.L.2    Yates III, J.R.3    Wysocki, V.H.4
  • 41
    • 0037353846 scopus 로고    scopus 로고
    • Statistical characterization of ion trap tandem mass spectra from doubly charged tryptic peptides
    • DOI 10.1021/ac026122m
    • Tabb, D. L., Smith, L. L., Breci, L. A., Wysocki, V. H., Lin, D., Yates, J. R., 3rd: Statistical characterization of ion trap tandem mass spectra from doubly charged tryptic peptides. Anal. Chem. 75, 1155-1163 (2003) (Pubitemid 36402645)
    • (2003) Analytical Chemistry , vol.75 , Issue.5 , pp. 1155-1163
    • Tabb, D.L.1    Smith, L.L.2    Breci, L.A.3    Wysocki, V.H.4    Lin, D.5    Yates III, J.R.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.