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Literature summary for 3.2.1.168 extracted from

  • Katayama, S.; Ohno, F.; Yamauchi, Y.; Kato, M.; Makabe, H.; Nakamura, S.
    Enzymatic synthesis of novel phenol acid rutinosides using rutinase and their antiviral activity in vitro (2013), J. Agric. Food Chem., 61, 9617-9622 .
    View publication on PubMed

Application

Application Comment Organism
additional information rutinose-containing glycoconjugates of phenolics might have antiviral activity and by useful as therapeutics/antiviral agents Fagopyrum tataricum

Organism

Organism UniProt Comment Textmining
Fagopyrum tataricum
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Purification (Commentary)

Purification (Comment) Organism
native enzyme from seeds by anion exchange chromatography and dialysis Fagopyrum tataricum

Source Tissue

Source Tissue Comment Organism Textmining
seed
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Fagopyrum tataricum
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information catalysis of rutin hydrolysis (EC 3.2.1.168) and transglycosylation of phenol acceptors by rutinase. Preparation of rutinosides of phenolic acids (vanillic acid, sinapic acid, ferulic acid, and caffeic acid) using the reverse reaction of hydrolysis by rutinase, derived from tartary buckwheat (Fagopyrum tataricum) seeds. Rutinase is used to transfer the rutinose moiety from rutin (sugar donor) to the phenolic acids. The transglycosylation products are detected by NMR spectroscopy. Rutinosylation proceeds at the primary hydroxyl group of rutinose. In the rutinosylation of vanillic acid, sinapic acid, and ferulic acid, a hydroxyl group at the 4-position of the aromatic ring was rutinosylated. When caffeic acid, which contains two hydroxyl groups in the ortho position, is used as the acceptor, the hydroxyl group at the 3-position of the aromatic ring was conjugated to rutinose. Rutinase has high substrate specificity for rutin (quercetin-3-rutinoside) and does not degrade structural homologues such as naringin (naringenin-7-rhamnoglucoside) and quercitrin (quercetin 3-rhamnoside). Phenolic compounds containing two terminal aromatic groups, such as curcumin, nordihydroguaiaretic acid (NDGA), and resveratrol, do not form rutinosides Fagopyrum tataricum ?
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rutin + caffeic acid
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Fagopyrum tataricum quercetin + caffeic acid 3'-O-rutinoside
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?
rutin + ferulic acid
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Fagopyrum tataricum quercetin + ferulic acid 4'-O-rutinoside
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?
rutin + sinapic acid
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Fagopyrum tataricum quercetin + sinapic acid 4'-O-rutinoside
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?
rutin + vanillic acid
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Fagopyrum tataricum quercetin + vanillic acid 4'-O-rutinoside
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?

Synonyms

Synonyms Comment Organism
rutinase
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Fagopyrum tataricum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
40
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Fagopyrum tataricum

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
60
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the purified native enzyme is stable up to 60°C Fagopyrum tataricum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5
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Fagopyrum tataricum

pH Stability

pH Stability pH Stability Maximum Comment Organism
4 7 the purified native enzyme is stable at pH 4.0-7.0 Fagopyrum tataricum

General Information

General Information Comment Organism
additional information determination of antiviral activity against FCV strain F9 propagated and titrated on CRFK cells Fagopyrum tataricum
physiological function phenolic compounds (phenolic acids, flavonoids, lignans, and tannins) and especially phenolic glycosides often show activity against several viruses such as rotavirus, herpes virus, and influenza virus. Glycosylation can potentiate the antiviral effect of the phenolic compound Fagopyrum tataricum