Purification and Some Properties of Soybean Saponin Hydrolase from<i>Aspergillus oryzae</i>KO-2

Kudou, Shigemitsu; Tsuizaki, Iwao; Uchida, Teiji; Okubo, Kimihiro

doi:10.1080/00021369.1991.10870531

Cited by 5 publications

(1 citation statement)

References 3 publications

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“…Combing fraction I and II, soya‐saponin components in yield 20.5 mg (34.2%) were collected. These results are consistent with the elution sequence of saponins and soya isoflavonoids reported by Kudou et al . In this study, the various components from soybeans eluted from a Sephadex LH‐20 column were reported in the order of saponin A group, saponin B group, glycitin, daidzin, and genistin.…”

Section: Resultssupporting

confidence: 92%

Efficient protocol for isolation and purification of different soyasaponins from soy hypocotyls

Zhao

Yan

Huang

et al. 2012

J of Separation Science

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Soyasaponins are naturally occurring triterpenoid glycosides associated with many biological activities. The aim of the present study was to develop an effective method for isolation and purification of differently glycosylated, acetylated, and 2,3-dihydro-2,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP)-conjugated soyasaponins from soy hypocotyls. Both gel filtration using Sephadex LH-20 chromatography (Amersham Pharmacia Biotech AB; elution phase: methanol, flow rate: 3.0 mL/min, sample loading: 60 mg) and high-speed countercurrent chromatography (stationary phase: n-butanol-acetic acid (5.0%, v/v), mobile phase: water flow rate: 3.0 mL/min, sample loading: 100 mg) could effectively fractionate isoflavones and soyasaponins from the crude extract with yield of soyasaponin complexes 20.5 mg and 22.3 mg, respectively. After fractionation, the soyasaponin complexes could be purified further using preparative HPLC to separate individuals. A total of nine soyasaponins, triacetyl soyasaponin Ab (yield 1.55%, HPLC purity >98%), Aa (2.68%, >99%), Ab (18.53%, >98%), Ae (0.85%, >98%), Ba (0.63%, >91%), Af (1.12%, >85%), Bb (3.45%, >98%) and Be (0.59%, >76.8%) were obtained. DDMP-conjugated groups, αg (2.06%, >85%), βg (7.59%, >85%), and γg (0.29%, >85%) that were very labile even in mild conditions, were also collected. The method described here can be used as an effective protocol to separate different soyasaponins occurring in the original sample.

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Section: Resultssupporting

confidence: 92%

Efficient protocol for isolation and purification of different soyasaponins from soy hypocotyls

Zhao

Yan

Huang

et al. 2012

J of Separation Science

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UDP-glucuronic acid:soyasapogenol glucuronosyltransferase involved in saponin biosynthesis in germinating soybean seeds

Kurosawa

Takahara

Shiraiwa

2002

Planta

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We detected UDP-glucuronic acid:soyasapogenol glucuronosyltransferase (UGASGT) activity in the microsomal fraction from germinating soybean (Glycine max [L.] Merr.) seed. A microsomal fraction was isolated from germinating soybean seed and treated with various detergents to solubilize the enzyme. UGASGT activity was monitored throughout purification using UDP-[U-(14)C]glucuronic acid and soyasapogenol B as substrates. Purification of UGASGT was achieved by HiTrap Q, Superdex 200, and HiTrap Blue chromatography procedures. This resulted in >205-fold enrichment relative to the starting homogenate. UGASGT was found to require divalent cations for activity. Studies on the substrate specificity of UGASGT demonstrated that the specificity for the sugar residue transferred was very high, as activity was scarcely found when UDP-glucuronic acid was replaced by other UDP sugars: UDP-glucose and UDP-galactose. Soyasapogenols, which are the aglycons of soybean saponin, are usable acceptors, but glycyrrhetinic acid, sophoradiol, beta-amyrin, and flavonoids are not. These findings suggest that this UGASGT was a specific enzyme for UDP-glucuronic acid as a donor and soyasapogenols as acceptors, and that it was related to the biosynthesis of the sugar chain in soybean saponin. This study provides a basis for the molecular characterization of a key enzyme in saponin biosynthesis in soybean. The isolation of the gene may enable its use in the elucidation of the biosynthesis and physiological role of saponins in soybean.

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The Potential Contribution of Phytoestrogens and Organochlorine Pesticides in an Experimental Fish Diet to Estrogenic Activity

Matsuoka

Ishibashi

Ushijima

et al. 2005

JOURNAL OF HEALTH SCIENCE

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Phytoestrogens and organochlorine pesticides in the diet of laboratory animals are a possible source of interference in bioassays that assess estrogenic activity. In the present study, we investigated the levels of dietary phytoestrogens, organochlorine pesticides and the estrogenic activity of various diets for an experimental fish and discuss the potential contribution of these substances to estrogenic activity, in comparison with those used in previous studies. After hydrolysis with ␤-glucuronidase, genistein and daidzein were detected in all of the diets, and there were no significant differences in the contents of these substances among present and previous investigations. In addition, organochlorine pesticides, such as hexachlorobenzene (HCB), ␤-benzene hexachloride (␤-BHC), ␥-BHC, trans-nonachlor, and/or endrin, were detected in most fish diets. All of these diets exhibited higher levels of activation of ␤ estrogen receptors than with ␣ estrogen receptors in an in vitro yeast-based bioassay. These results indicate that phytoestrogens, such as genistein and daidzein, were the main substances contributing to the estrogenic activity of the diet. Moreover, some diets may exert estrogenic activity in in vivo tests, indicating the necessity for more careful selection of the feeding diet and measurement of estrogenic substances when performing routine screening assays for endocrine-disrupting chemicals.

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Purification and Some Properties of Soybean Saponin Hydrolase fromAspergillus oryzaeKO-2

Cited by 5 publications

References 3 publications

Efficient protocol for isolation and purification of different soyasaponins from soy hypocotyls

Efficient protocol for isolation and purification of different soyasaponins from soy hypocotyls

UDP-glucuronic acid:soyasapogenol glucuronosyltransferase involved in saponin biosynthesis in germinating soybean seeds

The Potential Contribution of Phytoestrogens and Organochlorine Pesticides in an Experimental Fish Diet to Estrogenic Activity

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