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Sökning: (WFRF:(Benitez Javier)) lar1:(kth) > Chemoenzymatic Appr...

LIBRIS Formathandbok  (Information om MARC21)
FältnamnIndikatorerMetadata
00003244naa a2200517 4500
001oai:DiVA.org:kth-224455
003SwePub
008180318s2018 | |||||||||||000 ||eng|
0247 a https://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-2244552 URI
0247 a https://doi.org/10.1002/adsc.2017014852 DOI
040 a (SwePub)kth
041 a engb eng
042 9 SwePub
072 7a ref2 swepub-contenttype
072 7a art2 swepub-publicationtype
1001 a Marx, Lisau KTH,Industriell bioteknologi4 aut0 (Swepub:kth)u1pllep3
2451 0a Chemoenzymatic Approaches to the Synthesis of the Calcimimetic Agent Cinacalcet Employing Transaminases and Ketoreductases
264 c 2018-02-28
264 1b Wiley-VCH Verlagsgesellschaft,c 2018
338 a print2 rdacarrier
500 a QC 20180326
520 a Abstract Several chemoenzymatic routes have been explored for the preparation of cinacalcet, a calcimimetic agent. Transaminases (TAs) and ketoreductases (KREDs) turned out to be useful biocatalysts for the preparation of key optically active precursors. Thus, the asymmetric amination of 1‐acetonaphthone yielded an enantiopure (R)‐amine, which can be alkylated in one step to yield cinacalcet. Alternatively, the bioreduction of the same ketone resulted in an enantiopure (S)‐alcohol, which was easily converted into the previous (R)‐amine. In addition, the reduction was efficiently performed with the KRED and its cofactor co‐immobilized on the same porous surface. This self‐sufficient heterogeneous biocatalyst presented an accumulated total turnover number (TTN) for the cofactor of 675 after 5 consecutive operational cycles. Finally, in a preparative scale synthesis the TA‐based approach was performed in aqueous medium and led to enantiopure cinacalcet in two steps and 50% overall yield.
650 7a TEKNIK OCH TEKNOLOGIERx Industriell bioteknikx Biokatalys och enzymteknik0 (SwePub)209062 hsv//swe
650 7a ENGINEERING AND TECHNOLOGYx Industrial Biotechnologyx Biocatalysis and Enzyme Technology0 (SwePub)209062 hsv//eng
653 a Cinacalcet
653 a Transaminases
653 a Ketoreductases
653 a Asymmetric synthesis
653 a Biocatalysis
653 a Bioteknologi
653 a Biotechnology
7001 a Rios-Lombardia, Nicolas4 aut
7001 a Farnberger, Judith F.4 aut
7001 a Kroutil, Wolfgang4 aut
7001 a Benitez-Mateos, Ana I.4 aut
7001 a Lopez-Gallego, Fernando4 aut
7001 a Moris, Francisco4 aut
7001 a Gonzalez-Sabin, Javier4 aut
7001 a Berglund, Peru KTH,Industriell bioteknologi4 aut0 (Swepub:kth)u1271chh
7102 a KTHb Industriell bioteknologi4 org
7730 t Advanced Synthesis and Catalysisd : Wiley-VCH Verlagsgesellschaftg 360:11, s. 2157-2165q 360:11<2157-2165x 1615-4150x 1615-4169
8564 u https://doi.org/10.1002/adsc.201701485y Fulltext
8564 u https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201701485
8564 u https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/adsc.201701485
8564 8u https://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-224455
8564 8u https://doi.org/10.1002/adsc.201701485

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