EC Number |
Substrates |
Organism |
Products |
Reversibility |
---|
1.13.11.85 | cis-1,4-polyisoprene + O2 |
- |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | cis-1,4-polyisoprene + O2 |
- |
Rhizobacter gummiphilus |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | cis-1,4-polyisoprene + O2 |
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 |
Rhizobacter gummiphilus |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | cis-1,4-polyisoprene + O2 |
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 |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | cis-1,4-polyisoprene + O2 |
- |
Rhizobacter gummiphilus NS21 |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | cis-1,4-polyisoprene + O2 |
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 |
Rhizobacter gummiphilus NS21 |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | poly(cis-1,4-isoprene) + O2 |
- |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | poly(cis-1,4-isoprene) + O2 |
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) |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | poly(cis-1,4-isoprene) + O2 |
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 |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |
1.13.11.85 | rubber latex + O2 |
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 |
Xanthomonas sp. 35Y |
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal |
- |
? |