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

BRENDA support

Literature summary for 1.13.12.17 extracted from

  • Wang, Y.; Chen, H.; Makino, M.; Shiro, Y.; Nagano, S.; Asamizu, S.; Onaka, H.; Shaik, S.
    Theoretical and experimental studies of the conversion of chromopyrrolic acid to an antitumor derivative by cytochrome P450 StaP: the catalytic role of water molecules (2009), J. Am. Chem. Soc., 131, 6748-6762.
    View publication on PubMed
Search for more literature for 1.13.12.17

Protein Variants

Protein Variants Comment Organism
H250A the amount of the catalytic product K252c decreases to 25% Streptomyces longisporoflavus
H250F the amount of the catalytic product K252c decreases to 72% Streptomyces longisporoflavus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dichlorochromopyrrolate + 4 O2 + 4 NADH + 4 H+ Streptomyces longisporoflavus chromopyrrolic acid oxidation by cytochrome P450 StaP is a key process in the biosynthesis of antitumor drugs dichloroarcyriaflavin A + 2 CO2 + 6 H2O + 4 NAD+
-
 ?

Organism

Organism UniProt Comment Textmining
Streptomyces longisporoflavus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dichlorochromopyrrolate + 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+
-
 ?
dichlorochromopyrrolate + 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+
-
 ?

Synonyms

Synonyms Comment Organism
cytochrome P450 StaP
-
 Streptomyces longisporoflavus