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Statements

Subject Item
n2:RIV%2F60162694%3AG44__%2F13%3A43874949%21RIV14-MO0-G44_____
rdf:type
skos:Concept n19:Vysledek
rdfs:seeAlso
http://www.mdpi.com/1422-0067/14/5/9873
dcterms:description
Caffeine is an alkaloid with a stimulant effect in the body. It can interfere in transmissions based on acetylcholine, epinephrine, norepinephrine, serotonin, dopamine and glutamate. Clinical studies indicate that it can be involved in the slowing of Alzheimer disease pathology and some other effects. The effects are not well understood. In the present work, we focused on the question whether caffeine can inhibit acetylcholinesterase (AChE) and/or, butyrylcholinesterase (BChE), the two enzymes participating in cholinergic neurotransmission. A standard Ellman test with human AChE and BChE was done for altering concentrations of caffeine. The test was supported by an in silico examination as well. Donepezil and tacrine were used as standards. In compliance with Dixon's plot, caffeine was proved to be a non-competitive inhibitor of AChE and BChE. However, inhibition of BChE was quite weak, as the inhibition constant, Ki, was 13.9 +- 7.4 mol/L. Inhibition of AChE was more relevant, as Ki was found to be 175 +- 9 mýmol/L. The predicted free energy of binding was -6.7 kcal/mol. The proposed binding orientation of caffeine can interact with Trp86, and it can be stabilize by Tyr337 in comparison to the smaller Ala328 in the case of human BChE; thus, it can explain the lower binding affinity of caffeine for BChE with reference to AChE. The biological relevance of the findings is discussed. Caffeine is an alkaloid with a stimulant effect in the body. It can interfere in transmissions based on acetylcholine, epinephrine, norepinephrine, serotonin, dopamine and glutamate. Clinical studies indicate that it can be involved in the slowing of Alzheimer disease pathology and some other effects. The effects are not well understood. In the present work, we focused on the question whether caffeine can inhibit acetylcholinesterase (AChE) and/or, butyrylcholinesterase (BChE), the two enzymes participating in cholinergic neurotransmission. A standard Ellman test with human AChE and BChE was done for altering concentrations of caffeine. The test was supported by an in silico examination as well. Donepezil and tacrine were used as standards. In compliance with Dixon's plot, caffeine was proved to be a non-competitive inhibitor of AChE and BChE. However, inhibition of BChE was quite weak, as the inhibition constant, Ki, was 13.9 +- 7.4 mol/L. Inhibition of AChE was more relevant, as Ki was found to be 175 +- 9 mýmol/L. The predicted free energy of binding was -6.7 kcal/mol. The proposed binding orientation of caffeine can interact with Trp86, and it can be stabilize by Tyr337 in comparison to the smaller Ala328 in the case of human BChE; thus, it can explain the lower binding affinity of caffeine for BChE with reference to AChE. The biological relevance of the findings is discussed.
dcterms:title
Caffeine inhibits acetylcholinesterase but not butyrylcholinesterase Caffeine inhibits acetylcholinesterase but not butyrylcholinesterase
skos:prefLabel
Caffeine inhibits acetylcholinesterase but not butyrylcholinesterase Caffeine inhibits acetylcholinesterase but not butyrylcholinesterase
skos:notation
RIV/60162694:G44__/13:43874949!RIV14-MO0-G44_____
n3:aktivita
n11:I n11:P
n3:aktivity
I, P(ED2.1.00/03.0101)
n3:cisloPeriodika
5
n3:dodaniDat
n5:2014
n3:domaciTvurceVysledku
n20:3876284
n3:druhVysledku
n14:J
n3:duvernostUdaju
n17:S
n3:entitaPredkladatele
n13:predkladatel
n3:idSjednocenehoVysledku
64101
n3:idVysledku
RIV/60162694:G44__/13:43874949
n3:jazykVysledku
n4:eng
n3:klicovaSlova
chocolate; alkaloid; coffee; inhibition; acetylcholine; myasthenia gravis; Alzheimer disease; caffeine; butyrylcholinesterase; acetylcholinesterase
n3:klicoveSlovo
n8:coffee n8:chocolate n8:acetylcholinesterase n8:butyrylcholinesterase n8:alkaloid n8:inhibition n8:acetylcholine n8:Alzheimer%20disease n8:caffeine n8:myasthenia%20gravis
n3:kodStatuVydavatele
CH - Švýcarská konfederace
n3:kontrolniKodProRIV
[E6AC72B3FC7D]
n3:nazevZdroje
International Journal of Molecular Sciences
n3:obor
n6:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
2
n3:projekt
n12:ED2.1.00%2F03.0101
n3:rokUplatneniVysledku
n5:2013
n3:svazekPeriodika
14
n3:tvurceVysledku
Pohanka, Miroslav Dobeš, Petr
n3:wos
000319441500069
s:issn
1422-0067
s:numberOfPages
10
n16:doi
10.3390/ijms14059873
n10:organizacniJednotka
G44