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Literature summary for 3.1.1.42 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
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Application

Application Comment Organism
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

Organism UniProt Comment Textmining
Aspergillus japonicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
 Aspergillus japonicus
-

Specific Activity [micromol/min/mg]

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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]

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

Temperature Range [°C]

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

Temperature Stability [°C]

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

pH Optimum

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