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.
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页数:8
相关论文
共 38 条
[21]   Electron attachment to the N-substituted amino acids N-methylglycine and N-methylalanine: Effective cleavage of the N-Cα bond at sub-excitation energies [J].
Kopyra, Janina .
CHEMICAL PHYSICS LETTERS, 2012, 533 :87-91
[22]   ELECTRON-ENERGY-LOSS DISTRIBUTIONS IN SOLID AND GASEOUS HYDROCARBONS [J].
LAVERNE, JA ;
PIMBLOTT, SM .
JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (26) :10540-10548
[23]   Dipole-Supported Electronic Resonances Mediate Electron-Induced Amide Bond Cleavage [J].
Li, Zhou ;
Ryszka, Michal ;
Dawley, M. Michele ;
Carmichael, Ian ;
Bravaya, Ksenia B. ;
Ptasinska, Sylwia .
PHYSICAL REVIEW LETTERS, 2019, 122 (07)
[24]   Characterization of Neutral Radicals from a Dissociative Electron Attachment Process [J].
Li, Zhou ;
Milosavljevic, Aleksandar R. ;
Carmichael, Ian ;
Ptasinska, Sylwia .
PHYSICAL REVIEW LETTERS, 2017, 119 (05)
[25]   DNA strand breaks induced by 0-4 eV electrons: The role of shape resonances [J].
Martin, F ;
Burrow, PD ;
Cai, ZL ;
Cloutier, P ;
Hunting, D ;
Sanche, L .
PHYSICAL REVIEW LETTERS, 2004, 93 (06) :068101-1
[26]   Resonant electron capture by aspartame and aspartic acid molecules [J].
Muftakhov M.V. ;
Shchukin P.V. .
Rapid Communications in Mass Spectrometry, 2016, 30 (24) :2577-2584
[27]   Dissociative electron attachment to glycyl-glycine, glycyl-alanine and alanyl-alanine [J].
Muftakhov, M. V. ;
Shchukin, P. V. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (10) :4600-4606
[28]  
Muftakhov MV, 1999, CHEM PHYS REP+, V18, P413
[29]   Dissociative electron attachment to gas phase alanine [J].
Ptasinska, S ;
Denifl, S ;
Candori, P ;
Matejcik, S ;
Scheier, P ;
Märk, TD .
CHEMICAL PHYSICS LETTERS, 2005, 403 (1-3) :107-112
[30]   Dissociative electron attachment to gas-phase glycine [J].
Ptasinska, S ;
Denifl, S ;
Abedi, A ;
Scheier, P ;
Märk, TD .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2003, 377 (7-8) :1115-1119