DOI: 10.1002/ange.19951072011. Zum Katalysemechanismus einer metallfreien Hydrogenase aus methanogenen Archaea: enzymatische Umsetzung von H<sub>2</sub> ohne Metall und ihre Analogie zur Chemie der Alkane in supersaurer Lösung

Zum Katalysemechanismus einer metallfreien Hydrogenase aus methanogenen Archaea: enzymatische Umsetzung von H2 ohne Metall und ihre Analogie zur Chemie der Alkane in supersaurer Lösung

10.1002/ange.19951072011

Crossref journal-article

Wiley

Angewandte Chemie (311)

Abstract

Substrataktivierung durch Protonierung zum Superelektrophil könnte ein neuer enzymatischer Katalysemechanismus sein. Die unten gezeigte enzymatische Hydrierung, die ohne Zuhilfenahme eines redoxaktiven Übergangsmetalls abläuft, hat große Ähnlichkeit mit der Reaktion von Carbokationen mit Wasserstoff unter supersauren Bedingungen. Das läßt vermuten, daß aus dem stabilen Formamidinium‐Ion 1 im enzymgebundenen Zustand ‐ vermutlich durch N‐Protonierung und konformative Fixierung ‐ ebenfalls ein hochreaktives Carbokation gebildet wird. magnified image

Bibliography

Berkessel, A., & Thauer, R. K. (1995). Zum Katalysemechanismus einer metallfreien Hydrogenase aus methanogenen Archaea: enzymatische Umsetzung von H2 ohne Metall und ihre Analogie zur Chemie der Alkane in supersaurer LÃ¶sung. Angewandte Chemie, 107(20), 2418â2421. Portico.

Authors 2

Albrecht Berkessel (first)
Rudolf K. Thauer (additional)

References 43 Referenced 30

10.1016/0005-2728(94)90036-1
10.1038/373580a0
10.1038/373556a0
10.1002/ange.19951071107
10.1002/anie.199511931
10.1002/ange.19931050605
10.1002/anie.199307891
10.1016/0014-5793(90)80649-4
10.1007/BF00244962
10.1007/BF00418186
10.1111/j.1432-1033.1991.tb16491.x
10.1111/j.1432-1033.1992.tb17215.x
10.1146/annurev.mi.45.100191.000245
10.1016/0092-8674(93)90570-G
10.1016/0014-5793(92)81522-N
10.1021/bi00179a027
10.1021/ja00115a035
10.1111/j.1432-1033.1993.tb17657.x
A.Klein M.Fernandez R. K.Thauer FEBS Lett.1995 im Druck.
{'key': 'e_1_2_1_16_2', 'volume-title': 'Superacids', 'author': 'Olah G. A.', 'year': '1985'} / Superacids by Olah G. A. (1985)
{'key': 'e_1_2_1_17_2', 'volume-title': 'Carbocation Chemistry', 'author': 'Vogel P.', 'year': '1985'} / Carbocation Chemistry by Vogel P. (1985)
10.1002/0470034378.ch13
10.1002/ange.19931050604
10.1002/anie.199307673
10.1002/ange.19951071304
10.1002/anie.199513931
10.1021/ja00540a043
10.1021/ja00540a044
10.1021/ja00540a045
10.1002/ange.19570692012
10.1021/ja00109a018
10.1021/ja01040a029
10.1002/recl.19680870311
10.1021/ja00796a031
A. F.Bickel C. J.Gaasbeek H.Hogeveen J. M.Oelderik J. C.Platteeuw J. Chem. Soc. Chem. Commun.1967 634–635. (10.1039/c19670000634)
10.1021/ja01072a028
(b)A.Klein G.Hartmann R. K.Thauer Eur. J. Biochem.1995 eingereicht.
10.1016/S0167-2991(08)63680-0
10.1021/jo00410a011
10.1021/ar00051a008
10.1007/978-1-4615-2391-8_6
10.1021/bi00502a013
G. A.Olah A.‐H.Wu Synlett1990 599–600. (10.1055/s-1990-21179)

Dates

Type	When
Created	18 years, 1 month ago (July 16, 2007, 6:59 a.m.)
Deposited	1 year, 9 months ago (Nov. 23, 2023, 9:55 p.m.)
Indexed	3 months, 2 weeks ago (May 18, 2025, 10:25 a.m.)
Issued	29 years, 10 months ago (Oct. 16, 1995)
Published	29 years, 10 months ago (Oct. 16, 1995)
Published Online	19 years, 7 months ago (Jan. 13, 2006)
Published Print	29 years, 10 months ago (Oct. 16, 1995)

Funders 0

None

BibTeX

@article{Berkessel_1995, title={Zum Katalysemechanismus einer metallfreien Hydrogenase aus methanogenen Archaea: enzymatische Umsetzung von H2 ohne Metall und ihre Analogie zur Chemie der Alkane in supersaurer Lösung}, volume={107}, ISSN={1521-3757}, url={http://dx.doi.org/10.1002/ange.19951072011}, DOI={10.1002/ange.19951072011}, number={20}, journal={Angewandte Chemie}, publisher={Wiley}, author={Berkessel, Albrecht and Thauer, Rudolf K.}, year={1995}, month=oct, pages={2418–2421} }

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