2.5.1.109 dimethylallyl diphosphate + (R)-benzodiazepinedione low activity, (R)-benzodiazepinedione consists of a tryptophanyl and an anthranilyl moiety Aspergillus terreus diphosphate + ? - ? 437399 2.5.1.109 dimethylallyl diphosphate + (S)-benzodiazepinedione best substrate, (S)-benzodiazepinedione consists of a tryptophanyl and an anthranilyl moiety Aspergillus terreus diphosphate + ? - ? 437400 2.5.1.109 dimethylallyl diphosphate + benzodiazepinedione best substrate, active only with benzodiazepinedione consisting of a D-tryptophanyl and an anthranilyl moiety, poor activity with the L-Tryp isomer Aspergillus terreus diphosphate + ? - ? 437443 2.5.1.109 dimethylallyl diphosphate + brevianamide F - Aspergillus versicolor diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F - Aspergillus sp. MF297-2 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F the enzyme is involved in the alkaloid biosynthetic pathway Aspergillus sp. diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F the enzyme accepts a broad range of tryptophan-containing cyclic dipeptides, no activity with farnesyl diphosphate and geranyl diphosphate Aspergillus versicolor diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F the enzyme is specific for brevianamide F i.e. (3S,8aS)-3-(1H-indol-3-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione Aspergillus sp. diphosphate + deoxybrevianamide E deoxybrevianamide E i.e. (3S,8aS)-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]-octahydropyrrolo[1,2-a]piperazine-1,4-dione ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F i.e. cyclo-L-Trp-L-Pro Aspergillus versicolor diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F i.e. cyclo-L-Trp-L-Pro, conversion yield of 66% Aspergillus sp. MF297-2 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F - Aspergillus versicolor NRRL 573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F the enzyme accepts a broad range of tryptophan-containing cyclic dipeptides, no activity with farnesyl diphosphate and geranyl diphosphate Aspergillus versicolor NRRL 573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F i.e. cyclo-L-Trp-L-Pro Aspergillus versicolor NRRL 573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F - Aspergillus versicolor NRRL573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F the enzyme accepts a broad range of tryptophan-containing cyclic dipeptides, no activity with farnesyl diphosphate and geranyl diphosphate Aspergillus versicolor NRRL573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + brevianamide F i.e. cyclo-L-Trp-L-Pro Aspergillus versicolor NRRL573 diphosphate + deoxybrevianamide E - ? 421952 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala - Aspergillus versicolor diphosphate + - ? 423367 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala - Aspergillus versicolor NRRL 573 diphosphate + - ? 423367 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala - Aspergillus versicolor NRRL573 diphosphate + - ? 423367 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala - Aspergillus versicolor diphosphate + ? - ? 437449 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala conversion yield of 1% Aspergillus sp. MF297-2 ? - ? 457922 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Ala conversion yield of less than 3% Aspergillus sp. MF297-2 ? - ? 457922 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Pro - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-D-Trp]-D-Pro - ? 423368 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Pro - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-D-Trp-D-Pro - ? 437450 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Pro low activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-D-Trp-D-Pro - ? 437450 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-D-Pro conversion yield of 6% Aspergillus sp. MF297-2 ? - ? 457923 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Ala - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-D-Trp]-L-Ala - ? 423369 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Ala - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-D-Trp-L-Ala - ? 437452 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Ala conversion yield of 17% Aspergillus sp. MF297-2 ? - ? 457924 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Pro - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-D-Trp]-L-Pro - ? 423370 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Pro low activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-D-Trp-L-Pro - ? 437454 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Pro conversion yield of 18% Aspergillus sp. MF297-2 ? - ? 457925 2.5.1.109 dimethylallyl diphosphate + cyclo-D-Trp-L-Trp low activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-D-Trp-L-Trp - ? 437456 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Ala - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-D-Ala - ? 423371 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Ala low activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-D-Ala - ? 437458 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Ala conversion yield of 5% Aspergillus sp. MF297-2 ? - ? 457927 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Pro - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-D-Pro - ? 423372 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Pro - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-D-Pro - ? 437460 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-D-Pro conversion yield of 61% Aspergillus sp. MF297-2 ? - ? 457928 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-Gly - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-Gly - ? 423373 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-Gly - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-Gly - ? 437463 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-Gly conversion yield of 6% Aspergillus sp. MF297-2 ? - ? 457930 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Ala - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-L-Ala - ? 423374 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Ala - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Ala - ? 437465 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Ala - Aspergillus versicolor diphosphate + ? - ? 437466 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Ala conversion yield of 11% Aspergillus sp. MF297-2 ? - ? 457931 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-His conversion yield of less than 3% Aspergillus sp. MF297-2 ? - ? 457932 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Leu - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-L-Leu - ? 423375 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Leu - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Leu - ? 437468 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Phe - Aspergillus versicolor diphosphate + - ? 423376 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Phe - Aspergillus versicolor diphosphate + ? - ? 437470 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Phe conversion yield of less than 3% Aspergillus sp. MF297-2 ? - ? 457933 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Pro - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Pro - ? 437472 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Trp - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp - ? 436460 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Trp higher activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp - ? 436460 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Trp attachment of the prenyl moiety to C-7 of the indole ring Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp - ? 436460 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Trp - Aspergillus terreus DSM 1958 diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp - ? 436460 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Trp conversion yield of less than 3% Aspergillus sp. MF297-2 ? - ? 457935 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Tyr - Aspergillus versicolor diphosphate + cyclo-[2-(2-methylbut-3-en-2-yl)-L-Trp]-L-Tyr - ? 423377 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Tyr - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Tyr - ? 437475 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Tyr higher activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Tyr - ? 437475 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-L-Tyr conversion yield of less than 3% Aspergillus sp. MF297-2 ? - ? 457936 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Trp-Xaa - Aspergillus oryzae diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-Xaa - ? 436461 2.5.1.109 dimethylallyl diphosphate + cyclo-L-Tyr-L-Tyr - Aspergillus terreus diphosphate + 4-O-(3-methylbut-2-enyl)-cyclo-L-Tyr-L-Tyr - ? 437477 2.5.1.109 dimethylallyl diphosphate + cyclo-LTrp-L-Phe - Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Phe - ? 437478 2.5.1.109 dimethylallyl diphosphate + L-tryptophan reaction of 7-DMATS, EC 2.5.1.80, low activity Aspergillus terreus diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan - ? 421955 2.5.1.109 dimethylallyl diphosphate + L-tryptophan reaction of 7-DMATS, EC 2.5.1.80, low activity Aspergillus terreus DSM 1958 diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan - ? 421955 2.5.1.109 additional information for some substrates, reversely C3- or N1-prenylated derivatives are identified as minor products Aspergillus terreus ? - ? 89 2.5.1.109 additional information enzyme shows high flexibility towards its aromatic substrates and accepts all of the 14 tested tryptophan-containing cyclic dipeptides. The enzyme catalyzes the highly regiospecific reverse prenylation at C2 of the indole nucleus Aspergillus versicolor ? - ? 89 2.5.1.109 additional information the enzyme uses cyclic dipeptides containing L-Trp and attaches the prenyl moiety to C-7 of the indole ring, no activity with cyclo-L-Trp-L-Pro, cyclo-L-Trp-D-Pro, cyclo-D-Trp-L-Pro, cyclo-D-Trp-D-Pro, and cyclo-L-Trp-Gly Aspergillus terreus ? - ? 89 2.5.1.109 additional information the enzyme uses cyclic dipeptides containing L-Trp and attaches the prenyl moiety to C-7 of the indole ring. It also accepts cyclo-L-Tyr-L-Tyr as substrate and catalyzes an O-prenylation at the tyrosyl residue of the dipeptide cyclo-L-Trp-L-Tyr. Substrate specificity, overview. Cyclo-L-Tyr-L-Ser, cyclo-L-Tyr-L-Pro, cyclo-L-Tyr-Gly, and L-tyrosine are poor substrates. CdpC7PT shows a high affinity to its prenyl donor dimethylallyl diphosphate Aspergillus terreus ? - ? 89 2.5.1.109 additional information the enzyme uses cyclic dipeptides containing L-Trp and attaches the prenyl moiety to C-7 of the indole ring. The enzyme showsma relatively narrow substrate specificity Aspergillus oryzae ? - ? 89 2.5.1.109 additional information the enzyme shows no activity with L-Trp, cyclo-L-Trp-L-Trp, cyclo-L-Phe-L-Pro and cyclo-L-Trp-L-Tyr Aspergillus sp. MF297-2 ? - - 89 2.5.1.109 additional information enzyme shows high flexibility towards its aromatic substrates and accepts all of the 14 tested tryptophan-containing cyclic dipeptides. The enzyme catalyzes the highly regiospecific reverse prenylation at C2 of the indole nucleus Aspergillus versicolor NRRL 573 ? - ? 89 2.5.1.109 additional information enzyme shows high flexibility towards its aromatic substrates and accepts all of the 14 tested tryptophan-containing cyclic dipeptides. The enzyme catalyzes the highly regiospecific reverse prenylation at C2 of the indole nucleus Aspergillus versicolor NRRL573 ? - ? 89 2.5.1.109 additional information for some substrates, reversely C3- or N1-prenylated derivatives are identified as minor products Aspergillus terreus DSM 1958 ? - ? 89 2.5.1.109 additional information the enzyme uses cyclic dipeptides containing L-Trp and attaches the prenyl moiety to C-7 of the indole ring, no activity with cyclo-L-Trp-L-Pro, cyclo-L-Trp-D-Pro, cyclo-D-Trp-L-Pro, cyclo-D-Trp-D-Pro, and cyclo-L-Trp-Gly Aspergillus terreus DSM 1958 ? - ? 89 2.5.1.109 additional information the enzyme uses cyclic dipeptides containing L-Trp and attaches the prenyl moiety to C-7 of the indole ring. It also accepts cyclo-L-Tyr-L-Tyr as substrate and catalyzes an O-prenylation at the tyrosyl residue of the dipeptide cyclo-L-Trp-L-Tyr. Substrate specificity, overview. Cyclo-L-Tyr-L-Ser, cyclo-L-Tyr-L-Pro, cyclo-L-Tyr-Gly, and L-tyrosine are poor substrates. CdpC7PT shows a high affinity to its prenyl donor dimethylallyl diphosphate Aspergillus terreus DSM 1958 ? - ? 89