Sorokinianin

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Sorokinianin
Category Mycotoxins
Catalog number BBF-04379
CAS 162616-73-1
Molecular Weight 308.41
Molecular Formula C18H28O4
Purity 98.0%

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Description

Sorokinianin acts as an inhibitor of barley germination that exerts antifungal activity. Sorokinianin is a phytotoxic fungal metabolite isolated from the culture filtrates of the fungus Drechslera cynodontis.

Specification

Synonyms (3R,5S)-3-hydroxy-5-[(1S,2R,5R,7R,8S)-8-(hydroxymethyl)-5-methyl-6-methylidene-2-propan-2-yl-7-bicyclo[3.2.1]octanyl]oxolan-2-one; 2(3H)-Furanone, dihydro-3-hydroxy-5-[(1R,4R,5S,6R,8S)-8-(hydroxymethyl)-1-methyl-7-methylene-4-(1-methylethyl)bicyclo[3.2.1]oct-6-yl]-, (3R,5S)-; 2(3H)-Furanone, dihydro-3-hydroxy-5-[8-(hydroxymethyl)-1-methyl-7-methylene-4-(1-methylethyl)bicyclo[3.2.1]oct-6-yl]-, [1R-[1α,4β,5α,6α(3R*,5S*),8S*]]-; (+)-Sorokinianin
Storage Store at -20°C
IUPAC Name (3R,5S)-3-hydroxy-5-[(1R,4R,5S,6R,8S)-8-(hydroxymethyl)-1-methyl-7-methylidene-4-propan-2-yl-6-bicyclo[3.2.1]octanyl]oxolan-2-one
Canonical SMILES CC(C)C1CCC2(C(C1C(C2=C)C3CC(C(=O)O3)O)CO)C
InChI InChI=1S/C18H28O4/c1-9(2)11-5-6-18(4)10(3)15(16(11)12(18)8-19)14-7-13(20)17(21)22-14/h9,11-16,19-20H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15-,16+,18+/m1/s1
InChI Key PTGFDIFCKGMAJK-BCHHIPDFSA-N

Properties

Appearance Oily Matter
Antibiotic Activity Spectrum Fungi
Boiling Point 444.9±45.0°C (Predicted)
Density 1.15±0.1 g/cm3 (Predicted)
Solubility Soluble in Methanol

Reference Reading

1. Graphene Oxide Exhibits Antifungal Activity against Bipolaris sorokiniana In Vitro and In Vivo
Xiao Zhang, Huifen Cao, Juan Wang, Feng Li, Jianguo Zhao Microorganisms. 2022 Oct 9;10(10):1994. doi: 10.3390/microorganisms10101994.
The antimicrobial properties of graphene in vitro have been widely reported. However, compared to research performed on graphene's antibacterial properties, there have been relatively few studies assessing graphene's antifungal properties. In particular, evaluating graphene's pathogenic effects on host plants in vivo, which is critical to using graphene in disease control, has rarely been performed. In this study, the fungal pathogen of wheat, barley, and other plants, Bipolaris sorokiniana (B. sorokiniana) and graphene oxide (GO) were selected for materials. A combination of physiological, cytological, and biochemical approaches was used to explore how GO affects the growth and pathogenicity of B. sorokiniana. The mycelial growth and spore germination of B. sorokiniana were both inhibited in a dose-dependent manner by GO treatment. The addition of GO significantly alleviated the infection of pathogenic fungi in host plants. The results of scanning electron microscopy demonstrated that the inhibitory effect of GO on B. sorokiniana was primarily related to the destruction of the cell membrane. Our study confirmed the antifungal effect of graphene in vitro and in vivo, providing an experimental basis for applying graphene in disease resistance, which is of great significance for agricultural and forestry production.
2. Effects of fluid-flow regimes on Chlorella sorokiniana cultivation in cascade photobioreactors with either flat or wavy bottoms
Luca Giannelli, Chihiro Watanabe, Hideki Yamaji, Tomohisa Katsuda J Biotechnol. 2022 Nov 20;359:15-20. doi: 10.1016/j.jbiotec.2022.09.008. Epub 2022 Sep 16.
Computational fluid dynamics (CFD) was used to investigate cascade photobioreactors (cascade PBRs) with two different bottom configurations-flat and wavy-to establish the effect that fluid-flow regimes exert on the photosynthetic productivity of Chlorella sorokiniana. In the flat-bottom PBR, areal biomass productivities decreased from 6.8 to 4.2 g·m-2·d-1 when the flow rate of a culture per unit of lane width was increased from 33 to 132 L·m-1·min-1. We found that this decrease in the areal productivity was the result of a decrease in the volumetric photon flux densities (volumetric PFDs), which was caused by an increase in the depth of the culture in the lane. Through CFD calculation and long-exposure photography, the flow of the culture in the wavy-bottom PBR was characterized in an upper straightforward section and underneath the swirling section. Under identical conditions of flow rate and volumetric PFD (66 L·m-1·min-1 and 50 μmol·m-3·s-1, respectively), the cell growth accelerated in the wavy-bottom PBR with areal productivity that reached 6.5 g·m-2·d-1-productivity was 5.1 g·m-2·d-1 in the flat-bottom PBR. The swirling flow in the wave troughs held the culture for longer periods in the illuminated lane, and the resultant extended period of mixing improved the photosynthetic productivity.
3. Polyhydroxybutyrate production by Chlorella sorokiniana SVMIICT8 under Nutrient-deprived mixotrophy
Poonam Kumari, Boda Ravi Kiran, S Venkata Mohan Bioresour Technol. 2022 Jun;354:127135. doi: 10.1016/j.biortech.2022.127135. Epub 2022 Apr 8.
Polyhydroxybutyrates (PHBs) are naturally occurring biopolymeric compounds that accumulate in a variety of microorganisms, including microalgae as energy and carbon storage sources. The present study was designed to evaluate nature-based PHB production using microalgae (Chlorella sorokiniana SVMIICT8) in biphasic (growth (GP) and stress phase (SP)) nutritional mode of cultivation. Microalgal PHB accumulation was driven by nutrient constraint, with a maximal production of 29.5% of PHB from 0.94 gm L-1 of biomass. Fluorescence microscopy revealed PHB granules in the cell cytoplasm, while NMR (1H and 13C), XRD and TGA analysis confirmed the structure. The biopolymer obtained was homopolymer of PHB with carbonyl (C=O) stretch of the aliphatic ester moiety. In GC-MS analysis, major peak representing butyric acid methyl ester also confirmed the PHB. Chlorophyll a fluorescence transients inferred through OJIP, exhibited significant variation in photosynthetic process during growth and nutrient limiting conditions. Mining of bio-based products from microalgae cultivation embrace nature-based approach addressing climate change and sustainability inclusively.

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