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Literature summary extracted from

  • Wollinsky, B.; Ludwig, L.; Hamacher, A.; Yu, X.; Kassack, M.U.; Li, S.M.
    Prenylation at the indole ring leads to a significant increase of cytotoxicity of tryptophan-containing cyclic dipeptides (2012), Bioorg. Med. Chem. Lett., 22, 3866-3869.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.5.1.106 medicine enzyme converts tryptophan-containing cyclic dipeptides to their C2-regularly prenylated derivatives. In human leukemia K562 and ovarian cancer A2780 sens and A2780 CisR cell lines, prenylation at C2 leads to a significant increase of the cytotoxicity of the tested cyclic dipeptides in all the 14 cases Aspergillus fumigatus

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.106 Aspergillus fumigatus Q4WAW7
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2.5.1.106 Aspergillus fumigatus Af293 Q4WAW7
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Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-D-Ala) product yield 8.3% Aspergillus fumigatus diphosphate + cyclo-(D-2-dimethylallyl-Trp-D-Ala)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-D-Ala) product yield 8.3% Aspergillus fumigatus Af293 diphosphate + cyclo-(D-2-dimethylallyl-Trp-D-Ala)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-D-Pro) product yield 27.4% Aspergillus fumigatus diphosphate + cyclo-(2-dimethylallyl-D-Trp-D-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-D-Pro) product yield 27.4% Aspergillus fumigatus Af293 diphosphate + cyclo-(2-dimethylallyl-D-Trp-D-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Ala) product yield 46.4% Aspergillus fumigatus diphosphate + cyclo-(D-2-dimethylallyl-Trp-L-Ala)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Ala) product yield 46.4% Aspergillus fumigatus Af293 diphosphate + cyclo-(D-2-dimethylallyl-Trp-L-Ala)
-
 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Pro) product yield 43.4% Aspergillus fumigatus diphosphate + cyclo-(2-dimethylallyl-D-Trp-L-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Pro) product yield 43.4% Aspergillus fumigatus Af293 diphosphate + cyclo-(2-dimethylallyl-D-Trp-L-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Pro) product yield 82.3% Aspergillus fumigatus diphosphate + cyclo-(D-2-dimethylallyl-Trp-L-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(D-Trp-L-Pro) product yield 82.3% Aspergillus fumigatus Af293 diphosphate + cyclo-(D-2-dimethylallyl-Trp-L-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-D-Ala) product yield 43.9% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-D-Ala)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-D-Pro) product yield 75.7% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-D-Pro)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-Gly) product yield 57.0% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-Gly)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-Ala) product yield 53.5% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-L-Ala)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-His) product yield 68.1% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-L-His)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-Leu) product yield 70.9% Aspergillus fumigatus diphosphate + cyclo-(D-2-dimethylallyl-Trp-L-Leu)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-Phe) product yield 39.3% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-L-Phe)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-Trp) product yield 67.0% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-L-Trp)
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 ?
2.5.1.106 dimethylallyl diphosphate + cyclo-(L-Trp-L-Tyr) product yield 72.4% Aspergillus fumigatus diphosphate + cyclo-(L-2-dimethylallyl-Trp-L-Tyr)
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 ?