Dissociative electron attachment to amide bond containing molecules: N-ethylformamide and N-ethylacetamide

被引:7
作者
Chakraborty, Dipayan [1 ]
Eckermann, Lauren [1 ,2 ]
Carmichael, Ian [1 ]
Ptasinska, Sylwia [1 ,3 ]
机构
[1] Univ Notre Dame, Radiat Lab, Notre Dame, IN 46556 USA
[2] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA
[3] Univ Notre Dame, Dept Phys, Notre Dame, IN 46556 USA
关键词
GAS-PHASE GLYCINE; AMINO-ACIDS; IMPACT; ACETAMIDE; CLEAVAGE; CAPTURE; ANION;
D O I
10.1063/5.0029614
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
To advance our quest to understand the role of low energy electrons in biomolecular systems, we performed investigations on dissociative electron attachment (DEA) to gas-phase N-ethylformamide (NEF) and N-ethylacetamide (NEA) molecules. Both molecules contain the amide bond, which is the linkage between two consecutive amino acid residues in proteins. Thus, their electron-induced dissociation can imitate the resonant behavior of the DEA process in more complex biostructures. Our experimental results indicate that in these two molecules, the dissociation of the amide bond results in a double resonant structure with peaks at similar to 5 eV and 9 eV. We also determined the energy position of resonant states for several negative ions, i.e., the other dissociation products from NEF and NEA. Our predictions of dissociation channels were supported by density functional theory calculations of the corresponding threshold energies. Our results and those previously reported for small amides and peptides imply the fundamental nature for breakage of the amide bond through the DEA process.
引用
收藏
页数:8
相关论文
共 38 条
[1]   Conversion of amino-acids by electrons at subexcitation energies [J].
Abdoul-Carime, H ;
Gohlke, S ;
Illenberger, E .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2004, 6 (01) :161-164
[2]   Low energy electron impact in gas phase glycine, alanine and propanoic acid: Electronic, vibrational excitations and negative ions [J].
Abouaf, R. .
CHEMICAL PHYSICS LETTERS, 2008, 451 (1-3) :25-30
[3]   Bond dissociation of the dipeptide dialanine and its derivative alanine anhydride induced by low energy electrons [J].
Alizadeh, Elahe ;
Gschliesser, David ;
Bartl, Peter ;
Hager, Michaela ;
Edtbauer, Achim ;
Vizcaino, Violaine ;
Mauracher, Andreas ;
Probst, Michael ;
Maerk, Tilmann D. ;
Ptasinska, Sylwia ;
Mason, Nigel J. ;
Denifl, Stephan ;
Scheier, Paul .
JOURNAL OF CHEMICAL PHYSICS, 2011, 134 (05)
[4]  
[Anonymous], 1984, PURE APPL CHEM, V56, P595
[5]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[6]  
Boudaïffa B, 2000, SCIENCE, V287, P1658, DOI 10.1126/science.287.5458.1658
[7]   Radiation damage to nucleoprotein complexes in macromolecular crystallography [J].
Bury, Charles ;
Garman, Elspeth F. ;
Ginn, Helen Mary ;
Ravelli, Raimond B. G. ;
Carmichael, Ian ;
Kneale, Geoff ;
McGeehan, John E. .
JOURNAL OF SYNCHROTRON RADIATION, 2015, 22 :213-224
[8]   Dissociative electron attachment to gas-phase N-methylformamide [J].
Dawley, M. Michele ;
Ptasinska, Sylwia .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2014, 365 :143-151
[9]   A detailed study on the decomposition pathways of the amino acid valine upon dissociative electron attachment [J].
Denifl, S. ;
Flosadottir, H. D. ;
Edtbauer, A. ;
Ingolfsson, O. ;
Maerk, T. D. ;
Scheier, P. .
EUROPEAN PHYSICAL JOURNAL D, 2010, 60 (01) :37-44