Abstract
The symmetry phosphoramidite reagents were synthesized via atwo-step route and used for the `one pot' synthesis of thephosphoserine building block Fmoc-Ser(PO(OBzl)OH)-OH. Theprocedure is simple and rapid, and product is obtained in highyield. When using this building block, the phosphopeptide(RKGS(PO3H2)SSNEPSSDSLSSPTLLAL) related to theC-terminal of c-Fos protein was synthesized manually byFmoc/t-Bu procedure and characterized by matrix assisted laserdesorption/ionization time of flight (MALDI-TOF) massspectrometry. In the fragment ion of phosphopeptide in theMALDI-TOF mass spectrometry with a curved field reflection, theacquired information can be used to identify the sequences andthe phosphorylation sites of the peptide.
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References
Krebs, E. G., Trends Biol. Sci., 19 (1994) 439.
Hunter, T., Cell, 80 (1995) 225.
Posada, J. and Cooper, J. A., Mol. Biol. Cell., 3 (1992) 583.
Eck, M. J., Shoelson, S. E. and Harrison, S. C., Nature, 362 (1993) 87.
Chen, R. H., Abate, C. and Blenis, J., Proc. Natl. Acad. Sci. USA, 90 (1993) 10952.
Nel, A. E., Taylor, L. K., Kumar, G. P., Gupta, S., Wang, S. C. T., Williams, K., Liao, O., Swanson, K. and Landreth, G. E., J. Immunology, 152 (1994) 4347.
Barber, J. R. and Verma, I. M., Mol. Cell. Boil., 7 (1987) 2201.
Taylor, L. K., Marshak, D. R. and Landreth, G. E., Proc. Natl. Acad. Sci. USA, 90 (1993) 368.
Asara, J. M. and Allison, J., J. Am. Soc. Mass. Spectrom., 10 (1999) 35.
Ogueta, S., Rogado, R., Marina, A., Moreno, F., Redondo, J. M. and Vázquez, J., J. Mass. Spectrom., 35 (2000) 556.
Kinumi, T., Niwa, T. and Matsumoto, H., Analyt. Biochem., 277 (2000) 177.
Zhou, W., Merrick, B. A., Khaledi, M. G. and Tomer, K. B., J. Am. Soc. Mass. Spectrom., 11 (2000) 273.
Bowdler, A. R., Dingley, D.C. and Humphrey, P., Proceedings of 44th ASMS Conference on Mass Spectrometry and Allied Topics, 1342 (1996).
Cornish, T. J. and Cotter, R. J., Rapid Commun. Mass Spectrom., 8 (1994) 781.
Wakamiya, T., Nishida, T., Togashi, R., Saruta, K., Yasuoka, J. and Kusumoto, S., Bull. Chem. Soc. Jpn., 69 (1996) 465.
Wakamiya, T., Togashi, R., Nishida, T., Saruta, K., Yasuoka, J., Kusumoto, S., Aimoto, S., Kumagaye, K. Y., Nakajima, K. and Nagaa, K., Bioorg. Medic. Chem., 5 (1997) 135.
Spengler, B., Kirsh, D., Kaufmann, R. and Jaeger, E., Rapid Commun. Mass Spectrom., 6 (1993) 105.
Chen, S. B., Li, Y. M., Luo, S. Z., Zhao, G., Tan, B. and Zhao, Y. F., Phosphorus, Sulfur and Silicon, 164 (2000) 277.
Perich, J. W., Alewood, P.F. and Johns, R. B., Aust. J. Chem., 44 (1991) 233.
Perich, J. W. and Reynolds, E. C., Synlett, (1991) 577.
King, D. S., Fields, C. G. and Fields, G. B., Int. J. Pept. Prot. Res., 36 (1990) 255.
Yamagaki, T., Ishizuka, Y., Kawabata, S. and Nakanishi, H., Rapid Commun. Mass Spectrom., 11 (1997) 527
Zhang, X., Herring, C. J., Romano, P. R., Szczepanowska, J., Brzeska, H., Hinnebusch, A. G. and Qin, J., Anal. Chem., 70 (1998) 2050.
Szczepanowska, J., Zhang, X., Herring, C. J., Qin, J., Korn, E. D. and Brzeska, H., Proc. Natl. Acad. Sci. USA, 94 (1997) 8503.
DeGnore, J. P., Qin, J., J. Am. Soc. Mass. Spectrom., 9 (1998) 1175.
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Luo, SZ., Li, YM., Chen, ZZ. et al. Synthesis and matrix assisted laser desorption/ionization time of flight (MALDI-TOF) mass spectrometry study of phosphopeptide. Letters in Peptide Science 10, 57–62 (2003). https://doi.org/10.1023/B:LIPS.0000014029.74155.84
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DOI: https://doi.org/10.1023/B:LIPS.0000014029.74155.84