1.13.11.85: exo-cleaving rubber dioxygenase
This is an abbreviated version!
For detailed information about exo-cleaving rubber dioxygenase, go to the full flat file.
Word Map on EC 1.13.11.85
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1.13.11.85
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xanthomonas
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latex
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c-type
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polycis-1,4-isoprene
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oxygenases
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dihaem
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rubber-degrading
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gordonia
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steroidobacter
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latex-clearing
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waste
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peroxidases
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analysis
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synthesis
- 1.13.11.85
- xanthomonas
- latex
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c-type
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polycis-1,4-isoprene
- oxygenases
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dihaem
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rubber-degrading
- gordonia
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steroidobacter
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latex-clearing
- waste
- peroxidases
- analysis
- synthesis
Reaction
+ n O2 = n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
Synonyms
heme-dependent rubber oxygenase, LATA, poly(cis-1,4-isoprene)-cleavage enzyme, roxA, RoxB, RubA, rubber oxygenase, rubber oxygenase A
ECTree
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Substrates Products
Substrates Products on EC 1.13.11.85 - exo-cleaving rubber dioxygenase
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REACTION DIAGRAM
cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal + ?
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n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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n 12-oxo-4,8-dimethyltrideca-4,8-diene-1-al
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cis-1,4-polyisoprene + n O2
n 12-oxo-4,8-dimethyltrideca-4,8-diene-1-al
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(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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Gram-negative rubber-degrading bacteria generally utilise two synergistically acting rubber oxygenases (RoxA/RoxB) for efficient cleavage of polyisoprene to (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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Gram-negative rubber-degrading bacteria generally utilise two synergistically acting rubber oxygenases (RoxA/RoxB) for efficient cleavage of polyisoprene to (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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cis-1,4-polyisoprene + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
exo-type cleavage mechanism. RoxA is able to cleave isolated latex-clearing protein-derived oligo-isoprenoid molecules to (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal groups
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(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
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poly(cis-1,4-isoprene) + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
12-oxo-4,8-dimethyltrideca-4,8-diene-1-al is the main cleavage product in the absence of (18)O-compounds. Incorporation of one (18)O atom in 12-oxo-4,8-dimethyltrideca-4,8-diene-1-al is found if the cleavage reaction is performed in the presence of (18)O2 and H2(16)O. Incubation of poly(cis-1,4-isoprene) (with RoxA) or of isolated unlabeled 12-oxo-4,8-dimethyltrideca-4,8-diene-1-al (without RoxA) with H2(18)O in the presence of (16)O2 indicates that the carbonyl oxygen atoms of 12-oxo-4,8-dimethyltrideca-4,8-diene-1-al is significantly exchanged with oxygen atoms derived from water. The isotope exchange is avoided by simultaneous enzymatic reduction of both carbonyl functions of 12-Oxo-4,8-dimethyltrideca-4,8-diene-1-al to the corresponding dialcohol 12-hydroxy-4,8-dimethyltrideca-4,8-diene-1-ol during RoxA-mediated in vitro cleavage of poly(cis-1,4-isoprene)
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poly(cis-1,4-isoprene) + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
degradation by oxidative cleavage of the double bonds of poly(cis-1,4-isoprene). 12-Oxo-4,8-dimethyltrideca-4,8-diene-1-al is identified as the major cleavage product. There is a homologous series of minor metabolites that differ from the major degradation product only in the number of repetitive isoprene units between terminal functions, CHO-CH2O and OCH2-COCH3
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(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
the enzyme is excreted by Xanthomonas to functionalize and cleave the inert latex biopolymer poly(cis-1,4-isoprene) into the more soluble (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal units
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rubber latex + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
degradation by oxidative cleavage of the double bonds of poly(cis-1,4-isoprene). 12-Oxo-4,8-dimethyltrideca-4,8-diene-1-al is identified as the major cleavage product. There is a homologous series of minor metabolites that differ from the major degradation product only in the number of repetitive isoprene units between terminal functions, CHO-CH2O and OCH2-COCH3. Enzymatic cleavage of rubber by the purified protein is strictly dependent on the presence of oxygen
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rubber latex + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
RoxA cleaves rubber by a dioxygenase mechanism
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rubber latex + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
the enzyme incorporates both oxygen atoms of its cosubstrate dioxygen into the rubber cleavage product (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal. Activation and cleavage of O2 require binding of polyisoprene, and thus the substrate needs to use hydrophobic access channels to reach the deeply buried active site of RoxA. The location and nature of these channels support a processive mechanism of latex cleavage
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the enzyme has no peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme does not feature a peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme has no peroxidase activity
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additional information
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the enzyme does not feature a peroxidase activity
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additional information
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RoxA does not show any peroxidase activity
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additional information
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RoxA does not show any peroxidase activity
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additional information
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enzyme degrades both natural rubber latex and chemosynthetic poly(cis-1,4-isoprene) in vitro by oxidative cleavage of the double bonds of poly(cis-1,4-isoprene). Enzymatic cleavage of rubber by the purified protein is strictly dependent on the presence of oxygen
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additional information
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substrates are the latices of natural and synthetic isoprene rubber, but also some kinds of low-MW polyisoprene compounds of cis-1,4 type. No substrates: solanesol and squalene
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