Gas-phase structures and thermochemistry of neutral histidine and its conjugated acid and base

Literature Information

Publication Date 2013-02-25
DOI 10.1039/C3CP00043E
Impact Factor 3.676
Authors

Vanessa Riffet, Guy Bouchoux


View Original

Abstract

Extensive exploration of the conformational space of neutral, protonated and deprotonated histidine has been conducted at the G4MP2 level. Theoretical protonation and deprotonation thermochemistry as well as heats of formation of gaseous histidine and its ionized forms have been calculated at the G4 level considering either the most stable conformers or an equilibrium population of conformers at 298 K. These theoretical results were compared to evaluated experimental determinations. Recommended proton affinity and protonation entropy deduced from these comparisons are PA(His) = 980 kJ mol−1 and ΔpS(His) ∼ 0 J mol−1 K−1, thus leading to a gas-phase basicity value of GB(His) = 947.5 kJ mol−1. Similarly, gas phase acidity parameters are ΔacidHo(His) = 1373 kJ mol−1, ΔacidS(His) ∼ 10 J mol−1 K−1 and ΔacidGo(His) = 1343 kJ mol−1. Computed G4 heats of formation values are equal to −290, 265 and −451 kJ mol−1 for gaseous neutral histidine and its protonated and deprotonated forms, respectively. The present computational data correct, and complete, previous thermochemical parameter estimates proposed for gas-phase histidine and its acido-basic properties.

Related Literature

Rapid detection of dengue virus in serum using magnetic separation and fluorescence detection

Won-Suk Chang, Hao Shang, Rushika M. Perera, Shee-mei Lok, Dagmar Sedlak, Richard J. Kuhn, Gil U Lee

2007-12-20 Paper

DOI: 10.1039/B710997K

Novel colorimetric method overcoming phosphorus interference during trace arsenic analysis in soil solution

Konstantinos C. Makris, Pravin Punamiya, Dibyendu Sarkar, Rupali Datta

2007-12-20 Paper

DOI: 10.1039/B714389C

SERS detection of environmental pollutants in humic acid–gold nanoparticle composite materials

Ramon A. Alvarez-Puebla, David S. dos Santos, Jr., Ricardo F. Aroca

2007-09-24 Paper

DOI: 10.1039/B711361G

The characteristic red chemiluminescence from reactions with acidic potassium permanganate: further spectroscopic evidence for a manganese(ii) emitter

Jacqui L. Adcock, Paul S. Francis, Trevor A. Smith, Neil W. Barnett

2007-11-21 Communication

DOI: 10.1039/B714147E

Chronocoulometric determination of nitrate on silver electrode and sodium hydroxide electrolyte

Dohyun Kim, Ira Barry Goldberg, Jack William Judy

2007-02-15 Paper

DOI: 10.1039/B614854A

Raman-based detection of bacteria using silver nanoparticles conjugated with antibodies

Ghinwa Naja, Pierre Bouvrette, Sabahudin Hrapovic, John H. T. Luong

2007-06-05 Paper

DOI: 10.1039/B701160A

Surface-enhanced Raman spectroscopy of half-mustard agent

Douglas A. Stuart, Kevin B. Biggs, Richard P. Van Duyne

2006-02-21 Paper

DOI: 10.1039/B513326B

Combination of FTIRspectral imaging and chemometrics for tumour detection from paraffin-embedded biopsies

Elodie Ly, Olivier Piot, Rolf Wolthuis, Anne Durlach, Philipe Bernard, Michel Manfait

2007-12-20 Paper

DOI: 10.1039/B715924B

An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode

Karl Crowley, Eimer O'Malley, Aoife Morrin, Malcolm R. Smyth, Anthony J. Killard

2008-01-31 Paper

DOI: 10.1039/B716154A

A ‘turn-on’ FRET peptide sensor based on the mercury bindingprotein MerP

Brianna R. White, Howard M. Liljestrand, James A. Holcombe

2007-11-12 Paper

DOI: 10.1039/B711777A

You might also like

Compound Q&A

How should waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane be handled?

Waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane (...

100751-65-3[(6-Bromo-2-naphthyl...
Compound Q&A

How is 7-Fluoro-4-isoquinolinecarboxylic acid (CAS: 1841081-40-0) typically synthesized?

7-Fluoro-4-isoquinolinecarboxylic acid can be synthesized via a multi-step proce...

1841081-40-07-Fluoro-4-isoquinol...
Compound Q&A

What are the physical and chemical properties of 2,3,5,6-Tetrabromothieno[3,2-b]thiophene (CAS: 124638-53-5)?

2,3,5,6-Tetrabromothieno[3,2-b]thiophene is a crystalline compound with a high m...

124638-53-52,3,5,6-Tetrabromoth...
Compound Q&A

Is 1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indole-4-carboxamide (CAS: 1542705-92-9) safe?

1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indol...

1542705-92-91-[4-(Benzylamino)-7...
Compound Q&A

What is the market or research trend for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3-methyl-4-oxo- (CAS: 113942-30-6)?

The market for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3...

113942-30-6Imidazo[5,1-d]-1,2,3...
Compound Q&A

What is 3-(Triisopropylsilyl)propiolaldehyde (CAS: 163271-80-5)?

3-(Triisopropylsilyl)propiolaldehyde is a synthetic organic compound with the CA...

163271-80-53-(Triisopropylsilyl...
Compound Q&A

What regulatory guidelines apply to 6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1)?

6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1) is subject to various regu...

81721-87-16-Nitro-2H-1,4-benzo...
Compound Q&A

How should waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)acetic acid (CAS: 885272-91-3) be handled?

Waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piper...

885272-91-3(3-Fluorophenyl)(4-{...
Compound Q&A

What are the physical and chemical properties of N,N'-4,4'-Biphenyldiyldiisonicotinamide (CAS: 55119-40-9)?

N,N'-4,4'-Biphenyldiyldiisonicotinamide is a white crystalline solid with a mole...

55119-40-9N,N'-4,4'-Biphenyldi...
Compound Q&A

What industries use 6-Bromo-8-fluoro-2-quinazolinol (CAS: 1036756-15-6)?

6-Bromo-8-fluoro-2-quinazolinol is primarily used in the pharmaceutical industry...

1036756-15-66-Bromo-8-fluoro-2-q...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

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.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.