Biotransformation of 3-keto-androstanes by Gongronella butleri VKM F-1033

Kollerov, Vyacheslav; Шутов, А. А.; Фокина, В. В.; Sukhodolskaya, G. V.; Donova, Marina V.

doi:10.1016/j.molcatb.2008.01.009

Cited by 32 publications

(8 citation statements)

References 27 publications

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“…Whole-cell biocatalysts are particularly attractive for production of chiral alcohols by reduction of ketones because they contain all the necessary cofactors and the metabolic pathways for their regeneration. A variety of microorganisms have been used for the production of chiral alcohols such as yeasts [2], fungi [3,4] and bacteria [5]. However, little has been reported about the Acetobacter sp.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of Acetobacter sp. CCTCC M209061 for efficient asymmetric reduction of ketones and biocatalyst recycling

et al. 2012

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BackgroundThe bacterium Acetobacter sp. CCTCC M209061 is a promising whole-cell biocatalyst with exclusive anti-Prelog stereoselectivity for the reduction of prochiral ketones that can be used to make valuable chiral alcohols such as (R)-4-(trimethylsilyl)-3-butyn-2-ol. Although it has promising catalytic properties, its stability and reusability are relatively poor compared to other biocatalysts. Hence, we explored various materials for immobilizing the active cells, in order to improve the operational stability of biocatalyst.ResultsIt was found that Ca-alginate give the best immobilized biocatalyst, which was then coated with chitosan to further improve its mechanical strength and swelling-resistance properties. Conditions were optimized for formation of reusable immobilized beads which can be used for repeated batch asymmetric reduction of 4′-chloroacetophenone. The optimized immobilized biocatalyst was very promising, with a specific activity of 85% that of the free-cell biocatalyst (34.66 μmol/min/g dw of cells for immobilized catalyst vs 40.54 μmol/min/g for free cells in the asymmetric reduction of 4′-chloroacetophenone). The immobilized cells showed better thermal stability, pH stability, solvent tolerance and storability compared with free cells. After 25 cycles reaction, the immobilized beads still retained >50% catalytic activity, which was 3.5 times higher than degree of retention of activity by free cells reused in a similar way. The cells could be recultured in the beads to regain full activity and perform a further 25 cycles of the reduction reaction. The external mass transfer resistances were negligible as deduced from Damkohler modulus Da < <1, and internal mass transfer restriction affected the reduction action but was not the principal rate-controlling step according to effectiveness factors η < 1 and Thiele modulus 0.3<∅ <1.ConclusionsCa-alginate coated with chitosan is a highly effective material for immobilization of Acetobacter sp. CCTCC M209061 cells for repeated use in the asymmetric reduction of ketones. Only a small cost in terms of the slightly lower catalytic activity compared to free cells could give highly practicable immobilized biocatalyst.

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Section: Introductionmentioning

confidence: 99%

Immobilization of Acetobacter sp. CCTCC M209061 for efficient asymmetric reduction of ketones and biocatalyst recycling

et al. 2012

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“…Fungi are a rich source of GH32 invertases. However, no invertase from genus Gongronella has been reported, although previous studies have shown that fungi from genus Gongronella, such as Gongronella butleri, grow well when sucrose is used as carbon source (Kollerov et al, 2008). In the present study, we identified, cloned, and characterized an invertase GspInv from Gongronella sp.…”

Section: Gspinv Characterizationmentioning

confidence: 82%

Identification and Immobilization of an Invertase With High Specific Activity and Sucrose Tolerance Ability of Gongronella sp. w5 for High Fructose Syrup Preparation

et al. 2020

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Invertases catalyze the hydrolysis of sucrose into fructose and glucose and can be employed as an alternative in producing high fructose syrup. In this study, we reported the heterologous expression of an invertase gene (GspInv) of Gongronella sp. w5 in Komagataella pastoris. GspInv activity reached 147.6 ± 0.4 U/mL after 5 days of methanol induction. GspInv is invertase with a high specific activity of 2,776.1 ± 124.2 U/mg toward sucrose. GspInv showed high tolerance to sucrose (IC 50 = 1.2 M), glucose (IC 50 > 2 M), fructose (IC 50 = 1.5 M), and a variety of metal ions that make it an ideal candidate for high fructose syrup production. A carbohydratebinding module was sequence-optimized and fused to the N-terminus of GspInv. The fusion protein had the highest immobilization efficiency at room temperature within 1 h adsorption, with 1 g of cellulose absorption up to 8,000 U protein. The celluloseimmobilized fusion protein retained the unique properties of GspInv. When applied in high fructose syrup preparation by using 1 M sucrose as the substrate, the sucrose conversion efficiency of the fused protein remained at approximately 95% after 50 h of continuous hydrolysis on a packed bed reactor. The fused protein can also hydrolyze completely the sucrose in sugarcane molasses. Our results suggest that GspInv is an unusual invertase and a promising candidate for high fructose syrup preparation.

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“…For related structures, see: Galdecki et al (1990); Thamotharan et al (2004); Vasuki et al (2002). For details of biotransformation, see: Ahmad et al (1992); Kollerov et al (2008); Malaviya & Gomes (2008); Perez et al (2006). For conformational analysis, see Cremer & Pople (1975).…”

Section: Related Literaturementioning

confidence: 99%

“…Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL. Androst-4-ene-3,17-dione (AD) is the important intermediate in the pharmaceutical industry (Perez et al, 2006;Kollerov et al 2008). The production of several high value steroid drugs is mostly derived from key compounds such as AD by chemical synthesis (Ahmad et al, 1992;Malaviya & Gomes, 2008).…”

Section: Data Collectionmentioning

confidence: 99%