Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure

Staudt S, Mueller CA, Marienhagen J, Boeing C, Buchholz S, Schwaneberg U, Gröger H (2012)
Beilstein Journal of Organic Chemistry 8: 186-191.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Staudt, Svenja; Mueller, Christina A.; Marienhagen, Jan; Boeing, Christian; Buchholz, Stefan; Schwaneberg, Ulrich; Gröger, HaraldUniBi
Abstract / Bemerkung
The hydroxylation of n-alkanes, which proceeds in the presence of a P450-monooxygenase advantageously at temperatures significantly below room temperature, is described. In addition, an enzymatic hydroxylation of the "liquid gas" n-butane with in situ cofactor regeneration, which does not require high-pressure conditions, was developed. The resulting 2-butanol was obtained as the only regioisomer, at a product concentration of 0.16 g/L.
Stichworte
hydroxylation; P450-monooxygenase; cofactor regeneration; green chemistry; biotransformations
Erscheinungsjahr
2012
Zeitschriftentitel
Beilstein Journal of Organic Chemistry
Band
8
Seite(n)
186-191
ISSN
1860-5397
eISSN
1860-5397
Page URI
https://pub.uni-bielefeld.de/record/2474296

Zitieren

Staudt S, Mueller CA, Marienhagen J, et al. Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure. Beilstein Journal of Organic Chemistry. 2012;8:186-191.
Staudt, S., Mueller, C. A., Marienhagen, J., Boeing, C., Buchholz, S., Schwaneberg, U., & Gröger, H. (2012). Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure. Beilstein Journal of Organic Chemistry, 8, 186-191. doi:10.3762/bjoc.8.20
Staudt, Svenja, Mueller, Christina A., Marienhagen, Jan, Boeing, Christian, Buchholz, Stefan, Schwaneberg, Ulrich, and Gröger, Harald. 2012. “Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure”. Beilstein Journal of Organic Chemistry 8: 186-191.
Staudt, S., Mueller, C. A., Marienhagen, J., Boeing, C., Buchholz, S., Schwaneberg, U., and Gröger, H. (2012). Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure. Beilstein Journal of Organic Chemistry 8, 186-191.
Staudt, S., et al., 2012. Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure. Beilstein Journal of Organic Chemistry, 8, p 186-191.
S. Staudt, et al., “Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure”, Beilstein Journal of Organic Chemistry, vol. 8, 2012, pp. 186-191.
Staudt, S., Mueller, C.A., Marienhagen, J., Boeing, C., Buchholz, S., Schwaneberg, U., Gröger, H.: Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure. Beilstein Journal of Organic Chemistry. 8, 186-191 (2012).
Staudt, Svenja, Mueller, Christina A., Marienhagen, Jan, Boeing, Christian, Buchholz, Stefan, Schwaneberg, Ulrich, and Gröger, Harald. “Biocatalytic hydroxylation of n-butane with in situ cofactor regeneration at low temperature and under normal pressure”. Beilstein Journal of Organic Chemistry 8 (2012): 186-191.

5 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Cofactor-free light-driven whole-cell cytochrome P450 catalysis.
Park JH, Lee SH, Cha GS, Choi DS, Nam DH, Lee JH, Lee JK, Yun CH, Jeong KJ, Park CB., Angew Chem Int Ed Engl 54(3), 2015
PMID: 25430544
Application of engineered cytochrome P450 mutants as biocatalysts for the synthesis of benzylic and aromatic metabolites of fenamic acid NSAIDs.
Venkataraman H, Verkade-Vreeker MC, Capoferri L, Geerke DP, Vermeulen NP, Commandeur JN., Bioorg Med Chem 22(20), 2014
PMID: 24999003
Direct oxidation of cycloalkanes to cycloalkanones with oxygen in water.
Staudt S, Burda E, Giese C, Müller CA, Marienhagen J, Schwaneberg U, Hummel W, Drauz K, Gröger H., Angew Chem Int Ed Engl 52(8), 2013
PMID: 23339093
Catalytic, mild, and selective oxyfunctionalization of linear alkanes: current challenges.
Bordeaux M, Galarneau A, Drone J., Angew Chem Int Ed Engl 51(43), 2012
PMID: 22996726

5 References

Daten bereitgestellt von Europe PubMed Central.

Regeneration of nicotinamide coenzymes: principles and applications for the synthesis of chiral compounds.
Weckbecker A, Groger H, Hummel W., Adv. Biochem. Eng. Biotechnol. 120(), 2010
PMID: 20182929
Stereoselective epoxidation of the last double bond of polyunsaturated fatty acids by human cytochromes P450.
Lucas D, Goulitquer S, Marienhagen J, Fer M, Dreano Y, Schwaneberg U, Amet Y, Corcos L., J. Lipid Res. 51(5), 2009
PMID: 19965576
Engineered alkane-hydroxylating cytochrome P450(BM3) exhibiting nativelike catalytic properties.
Fasan R, Chen MM, Crook NC, Arnold FH., Angew. Chem. Int. Ed. Engl. 46(44), 2007
PMID: 17886313
In vivo evolution of butane oxidation by terminal alkane hydroxylases AlkB and CYP153A6.
Koch DJ, Chen MM, van Beilen JB, Arnold FH., Appl. Environ. Microbiol. 75(2), 2008
PMID: 19011057
Tuning a p450 enzyme for methane oxidation.
Zilly FE, Acevedo JP, Augustyniak W, Deege A, Hausig UW, Reetz MT., Angew. Chem. Int. Ed. Engl. 50(12), 2011
PMID: 21387474
Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®
Quellen

PMID: 22423286
PubMed | Europe PMC

Suchen in

Google Scholar