Critical Factors Affecting Noncovalent Interaction Between Pentapeptides Explored by Electrospray Ionization Mass Spectrometry†

doi:10.7503/cjcu20180075

Abstract

Abstract:

The noncovalent interactions between two of the four pentapeptides including His-Val-Phe-Arg-Lys(HK), Ile-Tys-Lys-Val-Glu(IE), Val-Glu-Gly-Ile-Tyr(VY) and(Ala-Thr-Leu-Leu-Ser)(AS) were investigated by electrospray ionization mass spectrometry. The mass spectra show the formation of 1-1 complex by two of the four pentapeptides. The competitive reaction shows mass spectrometric signal for the complex of AS with VY and the complex of IE with VY are more stronger when the four pentapeptides were mixed together. The binding affinities of the complexes were determined by collision induced dissociation(CID) through survival yield vs. collision energy curves. The collision energy(CE_50%) order is AS-AS(12.9 eV)~HK-VY(12.8 eV)?IE-IE(18.6 eV)~HK-IE(19.7 eV)~AS-VY(20.7 eV)~IE-VY(20.3 eV)?AS-IE(23.1 eV)~VY-VY(22.3 eV), indicating that the binding affinities of the complexes are apparently affected by side-chain group R of the amino acid residue composing of pentapetides, that is, the binding affinities of the complexes will be stronger with increasing the polarity and basicity of the side-chain R of amino-acid residue. The main driving force for the formation of the complexes should be ionic such as hydrogen-bonding, but not hydrophobic. The satistics of CE_50% for the complexes of amino acids which can composed of four pentapeptide samples were plotted, which further confirmed the conclusions based on CID.

Key words: Pentapeptide, Electrospray ionization mass spectrometry, Noncovalent interaction, Influence factor, Collision induced dissociation

CLC Number:

O657.6

TrendMD:

WU Fangling,CHU Yanqiu,CHEN Xin,WEI Wanghui,DING Chuanfan. Critical Factors Affecting Noncovalent Interaction Between Pentapeptides Explored by Electrospray Ionization Mass Spectrometry^†[J]. Chem. J. Chinese Universities, 2018, 39(9): 1927.

Figures/Tables 7

Fig.1 Structures of HK(A), IE(B), VY(C) and AS(D) The molecular weights of the pentapeptides are listed in the brackets.

Fig.2 Mass spectra for two out of four pentapeptides mixed in molar ratio of 1-1

Table 1 Attribution of mass spectrometric peaks for the complexes and peptides in Fig.2

Fig.2	(A)	(B)	(C)	(D)	(E)	(F)
Peptide 1	[AS+H]⁺	[IE+H]⁺	[AS+H]⁺	[AS+H]⁺	[VY+H]⁺	[VY+H]⁺
m/z	504.2	651.5	504.4	504.5	580.6	580.7
Peptide 2	[VY+H]⁺	[HK+H]⁺	[HK+H]⁺	[IE+H]⁺	[IE+H]⁺	[HK+H]⁺
m/z	580.6	686.7	686.7	651.6	651.6	686.8
Complex	[AS+VY+H]⁺	[IE+HK+H]⁺	[AS+HK+H]⁺	[AS+IE+H]⁺	[VY+IE+H]⁺	[VY+HK+H]⁺
m/z	1084.8	1338.2	1190.2	1156.2	1230.9	1266.2
Intensity(%)	3.04	1.48	2.26	3.04	3.34	1.00

Fig.3 Competitive reaction mass spectra for four pentapeptides mixed in molar ratio of 1-1 at m/z 500—1400(A) and m/z 900—1500(B) (B) ## [AS+AS+H]+; # [IE+IE+H]+; * [VY+VY+H]+.

Fig.4 Survival yield ratio(%) curves of collision induced dissociation for four complexes of pentapeptides, respectively (A) AS-AS; (B) HK-IE; (C) IE-VY; (D) VY-VY.

Table 2 Collision energy as 50% of the pentapeptide complex is dissociated(CE50%)*

Pentapeptide	CE_50%/eV
Pentapeptide	AS	VY	IE	HK
AS	12.9	20.7	20.5	19.0
VY	20.7	22.3	20.3	12.8
IE	20.5	20.3	18.6	19.7
HK	19.0	12.8	19.7	Undetected

Fig.5 Statistics for CE50% of the complexes made up by two of 13 amino acids, forming four pentapeptide samples

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