Citation: CHEN Chen, CHU Yan-Qiu, DAI Xin-Hua, FANG Xiang, DING Chuan-Fan. Investigation of the Non-Covalent Interactions between Fragment Peptides of Bradykinin by Mass Spectrometry[J]. Acta Physico-Chimica Sinica, ;2013, 29(06): 1336-1343. doi: 10.3866/PKU.WHXB201303155 shu

Investigation of the Non-Covalent Interactions between Fragment Peptides of Bradykinin by Mass Spectrometry

1.
1 Institute of Laser Chemistry, Department of Chemistry, Fudan University, Shanghai 200433, P. R. China;
2 Chemical Metrology & Analytical Science Division, National Institute of Metrology, Beijing 100013, P. R. China

Received Date: 6 February 2013
Available Online: 15 March 2013
Fund Project: 国家科技支撑计划(2009BAK60B03) (2009BAK60B03)国家重大科学仪器设备开发专项(2011YQ090005)资助项目 (2011YQ090005)

To explore the important factors affecting the stability of gas phase bradykinin (R¹P²P³G⁴F⁵S⁶P⁷F⁸R⁹), the non-covalent interactions between fragment peptides of bradykinin were investigated by electrospray ionization mass spectrometry (ESI-MS). The fracture sites are S6P7 (mode 1) and F5S6 (mode 2). The fragment peptides of bradykinin and its des-arginine analogues were synthesized. ESI-MS results showed that the fragment peptides of bradykinin obtained in the two modes can easily react by non-covalent interactions. In fracture mode 1, when R⁹ was removed, the peptide PF seldom bound to any other fragment peptide. While in fracture mode 2, non-covalent binding still occurred between fragment peptides when either R1 or R9 was removed, which indicates that serine is likely to be at the position of the β-turn. The collision induced dissociation (CID) revealed that the binding strength between RPPGFS and PFR, or RPPGF and SPFR, is stronger than for the peptides without R. For the complexes of RPPGFS with PFR, and RPPGF with SPFR, the binding constant (K_st) values determined by mass spectrometric titrations were 3.53×10³ and 3.16×10³, respectively, which are greater than the K_st value (1.25×10³) of the complexes of PPGF with SPF. The mass spectrometric titrations confirmed the results from CID, indicating that the hydrogen bonds between the arginine residues of the two terminals of bradykinin play an important role in stabilizing the conformation of gas phase bradykinin.
- Non-covalent interaction,
- Bradykinin,
- Fragment peptide,
- Mass spectrometry,
- Collision induced dissociation,
- Binding constant
1. [1]
  
  (1) Aebersold, R.; odlett, D. R. Chem. Rev. 2001, 101, 269. doi: 10.1021/cr990076h
2. [2]
  (2) Aebersold, R.; Mann, M. Nature 2003, 422, 198. doi: 10.1038/nature01511
3. [3]
  (3) Matysiak, S.; Debenedetti, P. G.; Rossky, P. J. J. Phys. Chem. B2012, 116, 8095. doi: 10.1021/jp3039175
4. [4]
  (4) Bolen, D.W.; Rose, G. D. Annu. Rev. Biochem. 2008, 77, 339.doi: 10.1146/annurev.biochem.77.061306.131357
5. [5]
  (5) Hatahet, F.; Ruddock, L.W. Antioxid. Redox Sign. 2009, 11,2807. doi: 10.1089/ars.2009.2466
6. [6]
  (6) Rinner, O.; Muller, L. N.; Hubalek, M. Nat. Biotechnol. 2007,25, 345. doi: 10.1038/nbt1289
7. [7]
  (7) Chu, Y. Q.; Pan, T. T.; Dai, Z. Y.; Yu, Z.W.; Zheng, S. B.; Ding,C. F. Acta Phys. -Chim. Sin. 2008, 24, 1981. [储艳秋, 潘婷婷,戴兆云, 俞卓伟, 郑松柏, 丁传凡. 物理化学学报, 2008, 24,1981.] doi: 10.3866/PKU.WHXB20081108
8. [8]
  (8) Murray, J. K.; Gellman, S. H. Biopolymers 2007, 88, 657.
9. [9]
  (9) Whitehouse, C. M.; Dreyer, R. N.; Yamashita, M. T.; Fenn, J. B.Anal. Chem. 1985, 57, 675. doi: 10.1021/ac00280a023
10. [10]
  (10) Qin, Y. J.;Wei, S. G.;Wang, X. L.; Yang, F.;Wang, B.; Guo, X.H. Chem. J. Chin. Univ. 2011, 32, 2748. [秦玉娇, 魏士刚, 王晓录, 杨帆, 汪兵, 国新华. 高等学校化学学报, 2011, 32,2748.]
11. [11]
  (11) Karas, M.; Hillenkamp, F. Anal. Chem. 1988, 60, 2299. doi: 10.1021/ac00171a028
12. [12]
  (12) Beavis, R. C.; Chait, B. T. Methods Enzymol.1996, 270, 519.doi: 10.1016/S0076-6879(96)70024-1
13. [13]
  (13) Wang, Q.; Chu, Y. Q.; Zhang, K.; Dai, X. H.; Fang, X.; Ding, C.F. Acta Phys. -Chim. Sin. 2012, 28, 971. [王青, 储艳秋,张开, 戴新华, 方向, 丁传凡. 物理化学学报, 2012, 28,971.] doi: 10.3866/PKU.WHXB201112201
14. [14]
  (14) Lorenzen, K.; Versluis, C.; van Duijn, E.; van den Heuvel, R.;Heck, A. Int. J. Mass Spectrom. 2007, 268, 198. doi: 10.1016/j.ijms.2007.06.012
15. [15]
  (15) Syka, J. E. P.; Coon, J. J.; Schroeder, M. J.; Shabanowitz, J.;Hunt, D. F. P. Natl. Acad. Sci. U. S. A. 2004, 101 (26), 9528.doi: 10.1073/pnas.0402700101
16. [16]
  (16) Koomen, J. M.; Ruotolo, B. T.; Gillig, K. J.; Russel, D. H.J. Am. Mass Spectrom. 2002, 13, 166. doi: 10.1016/S1044-0305(01)00348-8
17. [17]
  (17) Ianzer, D.; Konno, K.; Marques-Porto, R.; Portaro, F.; Stocklin,R.; Pimenta, D. C. Peptides 2004, 25, 1085. doi: 10.1016/j.peptides.2004.04.006
18. [18]
  (18) Marshall, P.; Heudi, O.; Mckeown, S.; Amour, A.; Abou-Shakra,F. Rapid Commun. Mass Spectrom. 2002, 16, 220.
19. [19]
  (19) Pierson, N. A.; Chen, L.; Valentine, S. J.; Russell, D. H.;Clemmer, D. E. J. Am. Soc. Mass Spectrom. 2011, 133, 13810.
20. [20]
  (20) Kakoki, M.; McGarrah, R.W.; Kim, H. S.; Smithies, O. P. Natl. Acad. Sci. U. S. A. 2007, 104, 7576. doi: 10.1073/pnas.0701617104
21. [21]
  (21) Pallante, G. A.; Cassady, C. J. Int. J. Mass Spectrom. 2002, 219,115. doi: 10.1016/S1387-3806(02)00556-0
22. [22]
  (22) Lopez, J. J; Shukla, A. K.; Reinhart, C. Angew. Chem. Int. Edit.2008, 7, 1668.
23. [23]
  (23) Wyttenbach, T.; vonHelden, G.; Bowers, M. T. J. Am. Chem. Soc. 1996, 118 (35), 8355. doi: 10.1021/ja9535928
24. [24]
  (24) Rodriquez, C. F.; Orlova, G.; Guo, Y. Z.; Li, X. M.; Siu, C. K.;Hopkinson, A. C.; Siu, K.W. M. J. Phys. Chem. B 2006, 110 (14), 7528. doi: 10.1021/jp046015r
25. [25]
  (25) Russell, D. H.; Barbacci, D. C.; Gimon-Kinsel, M. E. J. Mass Spectrom. 1999, 34, 124.
26. [26]
  (26) Yu, Z.; Cui, M.; Yan, C. Y.; Song, F. R.; Liu, Z. Q.; Liu, S. Y.Rapid Commun. Mass Spectrom. 2007, 21, 683.
27. [27]
  (27) Schnier, P. D.; Price,W. D.; Jockusch, R. A.;Williams, E. R.J. Am. Chem. Soc. 1996, 118 (30), 7178. doi: 10.1021/ja9609157
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