Computational study of peptide bond formation in the gas phase through ion–molecule reactions
Literature Information
Pilar Redondo, Henar Martínez, Álvaro Cimas, Carmen Barrientos, Antonio Largo
A computational study of peptide bond formation from gas-phase ion–molecule reactions has been carried out. We have considered the reaction between protonated glycine and neutral glycine, as well as the reaction between two neutral glycine molecules for comparison purposes. Two different mechanisms, concerted and stepwise, were studied. Both mechanisms show significant energy barriers for the neutral reaction. The energy requirements for peptide bond formation are considerably reduced upon protonation of one of the glycine molecules. For the reaction between neutral glycine and N-protonated glycine the lowest energy barrier is observed for the concerted mechanism. For the reaction between neutral glycine and protonated glycine at carbonyl oxygen, the preferred mechanism is the stepwise one, with a relatively small energy barrier (23 kJ mol−1 at 0 K) and leading to the lowest-lying protonated glycylglycine isomer. In the case that the reaction could be initiated by protonated glycine at hydroxyl oxygen the process would be barrier-free and clearly exothermic. In that case peptide bond formation could take place even under interstellar conditions if glycine is present in space.
Related Literature
Theoretical study of C-arylations with aryl halides to determine the reaction mechanism, the effect of substituents and heteroatoms
Rocío Durán, Barbara Herrera
DOI: 10.1039/C8CP07752E
The correlation between electrical conductivity and second-order Raman modes of laser-reduced graphene oxide
Bing Ma, Raul D. Rodriguez, Alexey Ruban, Sergey Pavlov, Evgeniya Sheremet
DOI: 10.1039/C9CP00093C
Direct observation of an intramolecular charge transfer state in epigenetic nucleobase N6-methyladenine
Zhongneng Zhou, Xueli Wang
DOI: 10.1039/C9CP00325H
Calculation of apparent pKa values of saturated fatty acids with different lengths in DOPC phospholipid bilayers
Sanja Škulj, Mario Vazdar
DOI: 10.1039/C9CP01204D
In situ study of the low overpotential “dimer pathway” for electrocatalytic carbon dioxide reduction by manganese carbonyl complexes
Gaia Neri, Paul M. Donaldson, Alexander J. Cowan
DOI: 10.1039/C9CP00504H
The multiple dissociation constants of glutathione disulfide: interpreting experimental pH-titration curves with ab initio MD simulations
Vaishali Arunachalam, Anil Kumar Tummanapelli, Sukumaran Vasudevan
DOI: 10.1039/C9CP00761J
Kasha's rule: a reappraisal
Juan Carlos del Valle, Javier Catalán
DOI: 10.1039/C9CP00739C
Protein conformational alterations induced by the retinal excited state in proton and sodium pumping rhodopsins
Mihir Ghosh, Kwang-Hwan Jung, Mordechai Sheves
DOI: 10.1039/C9CP00681H
Comparison of ultrafast intense-field photodynamics in aniline and nitrobenzene: stability under amino and nitro substitution
Timothy D. Scarborough, Collin J. McAcy, Joshua Beck, Cornelis J. G. J. Uiterwaal
DOI: 10.1039/C8CP07866A
You might also like
How is Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate (CAS: 59713-58-5) typically synthesized?
Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate (CAS: 59713-58-5) can be synth...
What regulatory guidelines apply to 5-Methyl-1H-indole-3-carbaldehyde (CAS: 52562-50-2)?
5-Methyl-1H-indole-3-carbaldehyde (CAS: 52562-50-2) is subject to various regula...
What are the physical and chemical properties of (1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid (CAS: 223418-73-3)?
(1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid is a white...
How should waste containing Sulfocostunolide A (CAS: 1016983-51-9) be handled?
Waste containing Sulfocostunolide A (CAS: 1016983-51-9) should be handled with c...
What precautions should be taken when handling Murraxocin (CAS: 88478-44-8)?
When handling Murraxocin (CAS: 88478-44-8), ensure proper personal protective eq...
What are the physical and chemical properties of Formvar (CAS: 63148-64-1)?
Formvar (CAS: 63148-64-1) is an alkyd resin characterized by a high molecular we...
Is (S)-4-benzyl-2-((benzyloxy)methyl)morpholine (CAS: 205242-66-6) safe?
(S)-4-benzyl-2-((benzyloxy)methyl)morpholine is generally safe when handled with...
What industries use Methyl 1-(5-bromo-2-pyrimidinyl)cyclopropanecarboxylate (CAS: 1447607-69-3)?
Methyl 1-(5-bromo-2-pyrimidinyl)cyclopropanecarboxylate (CAS: 1447607-69-3) is p...
Is 2-Methyl-1-phenyl-1-propanamine hydrochloride (CAS: 24290-47-9) safe?
2-Methyl-1-phenyl-1-propanamine hydrochloride (CAS: 24290-47-9) is generally con...
How is 3-(4-Bromophenyl)-2-methylpropanoic acid (CAS: 66735-01-1) typically synthesized?
3-(4-Bromophenyl)-2-methylpropanoic acid is synthesized through a multi-step pro...
Source Journal
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.














