Any feedback?
Please rate this page
(search_result.php)
(0/150)

BRENDA support

Refine search

Search Substrates and Products (Substrate)

show results
Don't show organism specific information (fast!)
Search organism in taxonomic tree (slow, choose "exact" as search mode, e.g. "mammalia" for rat,human,monkey,...)
(Not possible to combine with the first option)
Refine your search

Search term:

Results 1 - 10 of 11 > >>
download as CSV
download all results as CSV
EC Number Substrates Commentary Substrates Organism Products Commentary (Products) Reversibility
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ the reaction is catalyzed by enzyme StaP. StaC and RebC acting to direct the level of oxidation in the newly formed five-membered ring. Biosynthesis of the antitumor indolocarbazoles rebeccamycin and staurosporine by streptomycetes Streptomyces longisporoflavus 1,11-dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ StaP, a cytochrome P450 enzyme, catalyzes an aryl-aryl bond-forming reaction to give a six-ring indolocarbazole scaffold, as well as mediating decarboxylation and oxidation of the putative dicarboxypyrrole moiety. This action requires two to four cycles of net two-electron substrate oxidation at the catalytic heme center. StaP produces three distinct products, differing in oxidation level. For the production of K252c from chromopyrrolic acid, a net four-electron oxidation is required. The generation ofarcyriaflavin A from chromopyrrolic acid requires an overall eight-electron oxidation. StaP is thus unusual in the apparent lack of oxidative control it possesses over the outcome of its catalytic turnover. Control of the overall oxidation route is provided by a second enzyme StaC, which imparts the net effect of directing the oxidation level of the pyrrole-derived ring. While StaP in isolation gives three aglycone forms, StaP and StaC turn over chromopyrrolic acid to give only a single product, K252c. Similarly, RebC (flavin-dependent hydroxylase) guides the turnover of chromopyrrolic acid toward the more highly oxidized maleimide-bearing aglycone, arcyriaflavin A Streptomyces longisporoflavus 1,11-dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ - Streptomyces longisporoflavus dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ - Streptomyces sp. dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ chromopyrrolic acid oxidation by cytochrome P450 StaP is a key process in the biosynthesis of antitumor drugs Streptomyces longisporoflavus dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ staurosporine biosynthesis Streptomyces sp. dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ electron transfer activation of chromopyrrolic acid by cytochrome P450 en route to the formation of an antitumor indolocarbazole derivative Streptomyces longisporoflavus dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ StaP/RebP is simply responsible for the two-electron intramolecular aryl-aryl coupling of dichlorochromopyrrolate to give the six-ring intermediate 5,7-dicarboxy-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole with all subsequent steps occurring nonenzymatically in solution. The study on the nonenzymatic steps following StaP-mediated aryl-aryl bond formation corroborates the proposed role of RebC (and by extension StaC) in intercepting and redirecting intermediates en route to the aglycones, K252c, 7-hydroxy-K252c, and arcyriaflavin A Streptomyces longisporoflavus dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ the hydrogen-bonding machinery of the pocket deprotonates the carboxylic acid groups of chromopyrrolic acid, while the nearby His250 residue and the crystal waters, Wat644 and Wat789, assist the doubly deprotonated chromopyrrolic acid to transfer electron density to compound I. Hence, chromopyrrolic acid is activated toward proton-coupled electron transfer that sets the entire mechanism in motion. The ensuing mechanism involves a step of C-C bond formation coupled to a second electron transfer, four proton-transfer and tautomerization steps, and four steps where Wat644 and Wat789 move about and mediate these events. The water diad is the minimal requisite element that endows StaP with function Streptomyces longisporoflavus dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Display the reaction diagram Show all sequences 1.13.12.17dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ - Streptomyces sp. TP-A0274 dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+ - ?
Results 1 - 10 of 11 > >>
download as CSV
download all results as CSV