1978
DOI: 10.1002/ange.19780900807
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Histidin im aktiven Zentrum von Enzymen

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Cited by 27 publications
(12 citation statements)
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“…It has been shown that k obs values obtained in the presence and in the absence of crown ether are on the same k obs versus [2][3][4] plots (see Supporting Information) indicating that the reactivities of the free anions were determined. Due to their high reactivities, the potassium salts of the imidazoles (2 a-d)-K were not isolated in substance, but were generated by deprotonation of the corresponding imidazoles 2A C H T U N G T R E N N U N G (a-d)-H with KOtBu (typically 1.05 equivalents) in DMSO in the flasks used for the kinetic investigations.…”
Section: Introductionmentioning
confidence: 97%
See 1 more Smart Citation
“…It has been shown that k obs values obtained in the presence and in the absence of crown ether are on the same k obs versus [2][3][4] plots (see Supporting Information) indicating that the reactivities of the free anions were determined. Due to their high reactivities, the potassium salts of the imidazoles (2 a-d)-K were not isolated in substance, but were generated by deprotonation of the corresponding imidazoles 2A C H T U N G T R E N N U N G (a-d)-H with KOtBu (typically 1.05 equivalents) in DMSO in the flasks used for the kinetic investigations.…”
Section: Introductionmentioning
confidence: 97%
“…[1] The imidazole moiety of histidine plays an important role in the active center of several enzymes, [2] and Staab was among the first to realize that imidazoles are very effective catalysts in acylation reactions and ester hydrolyses. [3] While the neutral imidazole is often used as a catalyst for the hydrolysis of esters with good leaving groups (e.g., p-nitrophenyl acetate), the imidazole anion is an effective catalyst for the hydrolysis of esters with poor leaving groups (e.g., p-cresyl acetate).…”
Section: Introductionmentioning
confidence: 99%
“…Such alternation in transfer selectivity may reflect changes in enzyme conformation or in the protonation state [43] of the active site histidine considered to play an essential role in acyl transfer catalysis [41, 42]. …”
Section: Resultsmentioning
confidence: 99%
“…Während für einige Aminosäuren eine einzelne Geometrie der Wasserstoffbrückenbindung zwischen Wasser und der Seitenkette eindeutig bevorzugt ist, sind für andere verschiedene Anordnungen denkbar. Ein Beispiel hierfür ist die proteinogene Aminosäure Histidin 200 , die eine Imidazolylgruppe in der Seitenkette aufweist. Imidazol (1,3-Diazol, C 3 N 2 H 4 ) ist ein aromatischer Heterocyclus, der sowohl eine N-H-Donor-als auch eine N-Akzeptorfunktionalität besitzt 195 und somit wie Wasser beide Positionen innerhalb von Wasserstoffbrückenbindungen einnehmen kann.…”
Section: Donor-akzeptor-präferenzenunclassified
“…Sie sind also in Organismen sehr präsent und aufgrund ihrer Donor-und Akzeptorgruppen sowie ihrer leichten Protonierbarkeit häufig essentiell für die jeweiligen Reaktionsabläufe. 196,200 Gleichzeitig ist aber auch das reine Wasser-Imidazol-Bindungsmotiv für in vitro-Katalysen von praktischer Relevanz. 203 Daher soll hier zunächst die Untersuchung der bevorzugten Wechselwirkung zwischen Wasser und Imidazol erfolgen, wobei der Fokus auf der Verteilung von Donor-und Akzeptorrolle im gemischten, wasserstoffbrückengebundenen Dimer liegt.…”
Section: Donor-akzeptor-präferenzenunclassified