Influence of stereochemistry on proton transfer in protonated
tripeptide models

J 2012

Influence of stereochemistry on proton transfer in protonated tripeptide models

SOLIMAN, Namat Ali, Petr KULHÁNEK a Jaroslav KOČA

Základní údaje

Originální název

Influence of stereochemistry on proton transfer in protonated tripeptide models

Autoři

SOLIMAN, Namat Ali (434 Libye, domácí), Petr KULHÁNEK (203 Česká republika, domácí) a Jaroslav KOČA (203 Česká republika, garant, domácí)

Vydání

Journal of Molecular Modeling, New York, Springer, 2012, 1610-2940

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 1.984

Kód RIV

RIV/00216224:14740/12:00060043

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1007/s00894-011-1116-2

UT WoS

000303539500005

Klíčová slova anglicky

Conformational rearrangement; Density functional theory; Protonated peptides; Proton transfer

Štítky

ok, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 11. 4. 2013 08:18, Olga Křížová

Anotace

V originále

Vectorial proton transfer among carbonyl oxygen atoms was studied in two models of tripeptide via quantum chemical calculations using the hybrid B3LYP functional and the 6-31++G** basis set. Two principal proton transfer pathways were found: a first path involving isomerization of the proton around the double bond of the carbonyl group, and a second based on the large conformational flexibility of the tripeptide model where all carbonyl oxygen atoms cooperate. The latter pathway has a rate-determining step energy barrier that is only around half of that for the first pathway. As conformational flexibility plays a crucial role in second pathway, the effect of attaching methyl groups to the alpha carbon atoms was studied. The results obtained are presented for all four possible stereochemical configurations.

Návaznosti

LC06030, projekt VaV

Název: Biomolekulární centrum

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

MSM0021622413, záměr

Název: Proteiny v metabolismu a při interakci organismů s prostředím

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Proteiny v metabolismu a při interakci organismů s prostředím

205872, interní kód MU

Název: Program developing interdisciplinary research POtential for the STudies of BIOMolecular INteractions (Akronym: POSTBIOMIN)

Investor: Evropská unie, Program developing interdisciplinary research POtential for the STudies of BIOMolecular INteractions, Kapacity

Citovat

SOLIMAN, Namat Ali, Petr KULHÁNEK a Jaroslav KOČA. Influence of stereochemistry on proton transfer in protonated tripeptide models. Journal of Molecular Modeling. New York: Springer, 2012, roč. 18, č. 3, s. 871-879. ISSN 1610-2940. Dostupné z: https://dx.doi.org/10.1007/s00894-011-1116-2.

@article{983376,
   author = {Soliman, Namat Ali and Kulhánek, Petr and Koča, Jaroslav},
   article_location = {New York},
   article_number = {3},
   doi = {http://dx.doi.org/10.1007/s00894-011-1116-2},
   keywords = {Conformational rearrangement; Density functional theory; Protonated peptides; Proton transfer},
   language = {eng},
   issn = {1610-2940},
   journal = {Journal of Molecular Modeling},
   title = {Influence of stereochemistry on proton transfer in protonated tripeptide models},
   url = {http://link.springer.com/article/10.1007%2Fs00894-011-1116-2},
   volume = {18},
   year = {2012}
}

TY  - JOUR
ID  - 983376
AU  - Soliman, Namat Ali - Kulhánek, Petr - Koča, Jaroslav
PY  - 2012
TI  - Influence of stereochemistry on proton transfer in protonated tripeptide models
JF  - Journal of Molecular Modeling
VL  - 18
IS  - 3
SP  - 871-879
EP  - 871-879
PB  - Springer
SN  - 16102940
KW  - Conformational rearrangement
KW  - Density functional theory
KW  - Protonated peptides
KW  - Proton transfer
UR  - http://link.springer.com/article/10.1007%2Fs00894-011-1116-2
L2  - http://link.springer.com/article/10.1007%2Fs00894-011-1116-2
N2  - Vectorial proton transfer among carbonyl oxygen atoms was studied in two models of tripeptide via quantum chemical calculations using the hybrid B3LYP functional and the 6-31++G** basis set. Two principal proton transfer pathways were found: a first path involving isomerization of the proton around the double bond of the carbonyl group, and a second based on the large conformational flexibility of the tripeptide model where all carbonyl oxygen atoms cooperate. The latter pathway has a rate-determining step energy barrier that is only around half of that for the first pathway. As conformational flexibility plays a crucial role in second pathway, the effect of attaching methyl groups to the alpha carbon atoms was studied. The results obtained are presented for all four possible stereochemical configurations.
ER  -

SOLIMAN, Namat Ali, Petr KULHÁNEK a Jaroslav KOČA. Influence of stereochemistry on proton transfer in protonated tripeptide models. \textit{Journal of Molecular Modeling}. New York: Springer, 2012, roč.~18, č.~3, s.~871-879. ISSN~1610-2940. Dostupné z: https://dx.doi.org/10.1007/s00894-011-1116-2.

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