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  Structure of an F430 variant from archaea associated with anaerobic oxidation of methane

Mayr, S., Latkoczy, C., Krueger, M., Gunther, D., Shima, S., Thauer, R. K., et al. (2008). Structure of an F430 variant from archaea associated with anaerobic oxidation of methane. Journal of the American Chemical Society, 130(32), 10758-10767.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0001-D3C6-1 Version Permalink: http://hdl.handle.net/21.11116/0000-0007-7D6D-4
Genre: Journal Article

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Mayr, S., Author
Latkoczy, C., Author
Krueger, M., Author
Gunther, D., Author
Shima, S.1, Author              
Thauer, R. K.2, Author              
Widdel, F.2, Author              
Jaun, B., Author
Affiliations:
1Department of Biogeochemistry, Max Planck Institute for Marine Microbiology, Max Planck Society, ou_2481693              
2Department of Microbiology, Max Planck Institute for Marine Microbiology, Max Planck Society, ou_2481695              

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 Abstract: Microbial mats collected at cold methane seeps in the Black Sea carry out anaerobic oxidation of methane (AOM) to carbon dioxide using sulfate as the electron acceptor. These mats, which predominantly consist of sulfate-reducing bacteria and archaea of the ANME-1 and ANME-2 type, contain large amounts of proteins very similar to methyl-coenzyme M reductase from methanogenic archaea. Mass spectrometry of mat samples revealed the presence of two nickel-containing cofactors in comparable amounts, one with the same mass as coenzyme F430 from methanogens (m/z = 905) and one with a mass that is 46 Da higher (m/z = 951). The two cofactors were isolated and purified, and their constitution and absolute configuration were determined. The cofactor with m/z = 905 was proven to be identical to coenzyme F430 from methanogens. For the m/z = 951 species, high resolution ICP-MS pointed to F430 + CH2S as the molecular formula, and LA-ICP-SF MS finally confirmed the presence of one sulfur atom per nickel. Esterification gave two stereoisomeric pentamethyl esters with m/z = 1021, which could be purified by reverse phase HPLC and were subjected to comprehensive NMR analysis, allowing determination of their constitution and configuration as (17(2)S)-17(2)-methylthio-F430 pentamethyl ester and (17(2)R)-17(2)-methylthio-F430 pentamethyl ester. The corresponding diastereoisomeric pentaacids could also be separated by HPLC and were correlated to the esters via mild hydrolysis of the latter. Equilibration of the pentaacids under acid catalysis showed that the (17(2)S) isomer is the naturally occurring albeit thermodynamically less stable one. The more stable (17(2)R) isomer (80% at equilibrium) is an isolation artifact generated under the acidic conditions necessary for the isolation of the cofactors from the calcium carbonate-encrusted mats.

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Language(s): eng - English
 Dates: 2008-07-222008-08-13
 Publication Status: Published in print
 Pages: 10
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 421166
ISI: 000258293800063
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Title: Journal of the American Chemical Society
  Other : JACS
  Abbreviation : J. Am. Chem. Soc.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 130 (32) Sequence Number: - Start / End Page: 10758 - 10767 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870