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Literature summary for 1.14.15.35 extracted from

  • Andersen, J.F.; Tatsuta, K.; Gunji, H.; Ishiyama, T.; Hutchinson, C.R.
    Substrate specificity of 6-deoxyerythronolide B hydroxylase, a bacterial cytochrome P450 of erythromycin A biosynthesis (1993), Biochemistry, 32, 1905-1913.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Saccharopolyspora erythraea
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(9R)-9-deoxo-9-hydroxy-6-deoxyerythronolide B + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 hydroxylation at a rate approximately 2fold lower than the natural substrate 6-deoxyerythronolide B Saccharopolyspora erythraea (9R)-9-deoxo-9-hydroxyerythronolide B + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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(9S)-9-deoxo-9-hydroxy-6-deoxyerythronolide B + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 hydroxylation at a rate approximately equal to the natural substrate 6-deoxyerythronolide B Saccharopolyspora erythraea (9S)-9-deoxo-9-hydroxyerythronolide B + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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(9S)-9-deoxo-9-hydroxy-8,8a-deoxyoleandolide + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 substrate is identical to 6-deoxyerythronolide B except for the presence of a C13 methyl group. Hydroxylation at a rate approximately 4fold lower than the natural substrate 6-deoxyerythronolide B Saccharopolyspora erythraea 6-hydroxy-8,8a-deoxyoleandolide + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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6-deoxyerythronolide B + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2
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Saccharopolyspora erythraea erythronolide B + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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8,8a-deoxyoleandolide + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 substrate is identical to 6-deoxyerythronolide B except for the presence of a C13 methyl group. Hydroxylation at a rate approximately 4fold lower than the natural substrate 6-deoxyerythronolide B Saccharopolyspora erythraea 6-hydroxy-8,8a-deoxyoleandolide + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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additional information the ethyl substituent at the 13-position of 6-deoxyerythronolide B is important in the affinity of the substrate for the enzyme, possibly by interacting with a hydrophobic active-site residue. Residue Leu76 may be in a position to interact with the C-13 ethyl group Saccharopolyspora erythraea ?
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