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Literature summary extracted from

  • Kurata, A.; Takemoto, S.; Fujita, T.; Iwai, K.; Furusawa, M.; Kishimoto, N.
    Synthesis of 3-cyclohexylpropyl caffeate from 5-caffeoylquinic acid with consecutive enzymatic conversions in ionic liquid (2011), J. Mol. Catal. B, 69, 161-167.
No PubMed abstract available

Application

EC Number Application Comment Organism
3.1.1.42 synthesis development of a convenient one-pot procedure for conversion of 5-caffeoylquinic acid, from coffee beans, to 3-cyclohexylpropyl caffeate, which exhibits an antiproliferative effect toward various human tumor cells. The procedure comprises of two consecutive reactions by chlorogenate hydrolase from Aspergillus japonicus and Candida antarctica lipase B, and is performed using an ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, as the reaction solvent, method optimization, overview. The system provides 12.8 mM 3-cyclohexylpropyl caffeate from 15 mM 5-caffeoylquinic acid with conversion yield of 85.3%. The reaction scarcely proceeds in 1-butyl-3-methylimidazolium tetrafluoroborate, evaluation of several ionic liquids, overview Aspergillus japonicus

Organism

EC Number Organism UniProt Comment Textmining
3.1.1.42 Aspergillus japonicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.1.1.42 commercial preparation
-
Aspergillus japonicus
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
3.1.1.42 0.36
-
commercial preparation, pH 6.5, 40°C Aspergillus japonicus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.1.42 5-caffeoylquinic acid + H2O
-
Aspergillus japonicus methyl caffeate + quinate different structures of substrates for synthesis of methyl caffeate with chlorogenate hydrolase, overview ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.1.1.42 40
-
-
Aspergillus japonicus

Temperature Range [°C]

EC Number Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
3.1.1.42 20 100 assay range, in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide Aspergillus japonicus

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
3.1.1.42 80
-
inactivation Aspergillus japonicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.1.1.42 6.5
-
assay at Aspergillus japonicus