Mechanism of Proton Transfer in Short Protonated Oligopeptides.
1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide

J 2003

Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide

KULHÁNEK, Petr; Edward W. SCHLAG a Jaroslav KOČA

Základní údaje

Originální název

Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide

Autoři

KULHÁNEK, Petr; Edward W. SCHLAG a Jaroslav KOČA

Vydání

J. Phys. Chem. A, American Chemical Society, 2003, 1089-5639

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10402 Inorganic and nuclear chemistry

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 2.792

Kód RIV

RIV/00216224:14310/03:00008940

Organizační jednotka

Přírodovědecká fakulta

Klíčová slova anglicky

proton transfer; proton exchange; proton interaction; DFT

Štítky

DFT, proton exchange, proton interaction, proton transfer

Změněno: 13. 12. 2003 11:44, prof. RNDr. Jaroslav Koča, DrSc.

Anotace

V originále

A study of proton transfer in models of a single peptide unit (N-methylacetamide) and diamide (N2-acetyl-N1-methylglycinamide) as well as the influence of a single water molecule on proton transfer is presented here. Three proton pathways in protonated N-methylacetamide are considered: isomerization, inversion, and 1,3-proton shift. The isomerization step exhibits the lowest energy barrier. When a single water molecule was added, no significant influence on proton isomerization was observed. In the diamide model, the isomerization-jump mechanism of proton transfer along diamide carbonyl oxygens was inspected, and the proton isomerization steps were found to be the most energy-demanding processes (~17 kcal mol-1). The presence of a single water molecule leads to a different, lower-energy-barrier proton-transfer mechanism with proton exchange. The highest energy barrier is only 7.6 kcal mol-1. Possible competing pathways are also discussed.

Návaznosti

LN00A016, projekt VaV

Název: BIOMOLEKULÁRNÍ CENTRUM

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Biomolekulární centrum

Citovat

KULHÁNEK, Petr; Edward W. SCHLAG a Jaroslav KOČA. Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide. J. Phys. Chem. A. American Chemical Society, 2003, roč. 107, č. 30, s. 5789-5797, 8 s. ISSN 1089-5639.

@article{489312,
   author = {Kulhánek, Petr and Schlag, Edward W. and Koča, Jaroslav},
   article_number = {30},
   keywords = {proton transfer; proton exchange; proton interaction; DFT},
   language = {eng},
   issn = {1089-5639},
   journal = {J. Phys. Chem. A},
   title = {Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide},
   url = {http://dx.doi.org/10.1021/jp027689+},
   volume = {107},
   year = {2003}
}

TY  - JOUR
ID  - 489312
AU  - Kulhánek, Petr - Schlag, Edward W. - Koča, Jaroslav
PY  - 2003
TI  - Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide
JF  - J. Phys. Chem. A
VL  - 107
IS  - 30
SP  - 5789-5797
EP  - 5789-5797
PB  - American Chemical Society
SN  - 10895639
KW  - proton transfer
KW  - proton exchange
KW  - proton interaction
KW  - DFT
UR  - http://dx.doi.org/10.1021/jp027689+
N2  - A study of proton transfer in models of a single peptide unit (N-methylacetamide) and diamide (N2-acetyl-N1-methylglycinamide) as well as the influence of a single water molecule on proton transfer is presented here. Three proton pathways in protonated N-methylacetamide are considered: isomerization, inversion, and 1,3-proton shift. The isomerization step exhibits the lowest energy barrier. When a single water molecule was added, no significant influence on proton isomerization was observed. In the diamide model, the isomerization-jump mechanism of proton transfer along diamide carbonyl oxygens was inspected, and the proton isomerization steps were found to be the most energy-demanding processes (~17 kcal mol-1). The presence of a single water molecule leads to a different, lower-energy-barrier proton-transfer mechanism with proton exchange. The highest energy barrier is only 7.6 kcal mol-1. Possible competing pathways are also discussed.
ER  -

KULHÁNEK, Petr; Edward W. SCHLAG a Jaroslav KOČA. Mechanism of Proton Transfer in Short Protonated Oligopeptides. 1. N-Methylacetamide and N2-Acetyl-N1-methylglycinamide. \textit{J. Phys. Chem. A}. American Chemical Society, 2003, roč.~107, č.~30, s.~5789-5797, 8 s. ISSN~1089-5639.

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