Effective biocatalytic synthesis of enentiopure ( R )-1,2-diphenylethanol as a pharmaceutical precursor using whole-cell biocatalyst
dc.contributor.author | Cakmak, Fadile | |
dc.contributor.author | Ozdemir, Akin | |
dc.contributor.author | Dertli, Enes | |
dc.contributor.author | Sahin, Engin | |
dc.date.accessioned | 2024-10-04T18:49:37Z | |
dc.date.available | 2024-10-04T18:49:37Z | |
dc.date.issued | 2024 | |
dc.department | Bayburt Üniversitesi | en_US |
dc.description.abstract | Optically active alcohols are crucial precursors. 1,2-Diarylethanols and their analogues constitute a significant group of substances of biological significance. The biocatalytic synthesis of ( R )-1,2-diphenylethanol ( ( R )-2 ), which can be utilized as a precursor to important drugs, is still not at the desired level in terms of substrate amount and production process. This study asymmetrically reduced 1,2-diphenylethanone (1) using the Lactobacillus paracasei BD87E6 biocatalyst and a novel orthogonal quadratic design -embedded optimization approach. The following reaction optimization conditions were determined using the suggested optimization technique: pH = 6, temperature = 31 C-degrees , incubation period = 48 h, and agitation speed=134 rpm. In addition, the reaction conversion was estimated to be 99.38 %, and the product 's enantiomeric excess (ee) was estimated to be 99.12 %. Further, ( R )-2 was produced with >99 % ee, >99 % conversion, and 98 % yield in the experimental investigation under the established optimum conditions. This study is the first attempt to reduce substrate 1 to (R) or (S)-2 using a mathematical optimization method in the presence of a biocatalyst. Furthermore, on a highgram scale, 1 (15.70 g) was entirely transformed into ( R )-2 (15.54 g, 98 % isolated yield). Notably, this study is also the first to perform the gram -scale production of ( R )-2 using a novel optimization approach and a biocatalyst. Finally, the innovative and novel orthogonal quadratic design -embedded optimization technique has been demonstrated as an efficient, cost-effective, and environmentally friendly biocatalytic procedure for synthesizing ( R )-2 . | en_US |
dc.identifier.doi | 10.1016/j.mcat.2024.114257 | |
dc.identifier.issn | 2468-8231 | |
dc.identifier.scopus | 2-s2.0-85194141247 | en_US |
dc.identifier.scopusquality | Q2 | en_US |
dc.identifier.uri | https://doi.org/10.1016/j.mcat.2024.114257 | |
dc.identifier.uri | http://hdl.handle.net/20.500.12403/3231 | |
dc.identifier.volume | 563 | en_US |
dc.identifier.wos | WOS:001249755100001 | en_US |
dc.identifier.wosquality | N/A | en_US |
dc.indekslendigikaynak | Web of Science | en_US |
dc.indekslendigikaynak | Scopus | en_US |
dc.language.iso | en | en_US |
dc.publisher | Elsevier | en_US |
dc.relation.ispartof | Molecular Catalysis | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | Green chemistry | en_US |
dc.subject | Asymmetric reduction | en_US |
dc.subject | Biocatalyst | en_US |
dc.subject | Drug precursor | en_US |
dc.subject | (R)-1,2-diphenylethanol | en_US |
dc.title | Effective biocatalytic synthesis of enentiopure ( R )-1,2-diphenylethanol as a pharmaceutical precursor using whole-cell biocatalyst | en_US |
dc.type | Article | en_US |