Reaction: cis-1,4-polyisoprene + n O2 = n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
For diagram of reaction click here.
Other name(s): roxA (gene name); heme-dependent rubber oxygenase (ambiguous)
Systematic name: cis-1,4-polyisoprene:oxygen dioxygenase [(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal-forming]
Comments: The enzyme, studied mainly from the bacterium Xanthomonas sp. 35Y, catalyses the cleavage of the double bonds in natural and synthetic rubber (cis-1,4-polyisoprene polymers), generating ends that contain ketone and aldehyde groups. The enzyme from Xanthomonas sp. 35Y contains two c-type cytochromes. It attacks the substrate from its end, producing a single product of 15 carbons.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. Tsuchii, A. and Takeda, K. Rubber-degrading enzyme from a bacterial culture. Appl. Environ. Microbiol. 56 (1990) 269-274. [PMID: 16348100]
2. Jendrossek, D. and Reinhardt, S. Sequence analysis of a gene product synthesized by Xanthomonas sp. during growth on natural rubber latex. FEMS Microbiol. Lett. 224 (2003) 61-65. [PMID: 12855168]
3. Braaz, R., Fischer, P. and Jendrossek, D. Novel type of heme-dependent oxygenase catalyzes oxidative cleavage of rubber (poly-cis-1,4-isoprene). Appl. Environ. Microbiol. 70 (2004) 7388-7395. [PMID: 15574940]
4. Braaz, R., Armbruster, W. and Jendrossek, D. Heme-dependent rubber oxygenase RoxA of Xanthomonas sp. cleaves the carbon backbone of poly(cis-1,4-Isoprene) by a dioxygenase mechanism. Appl. Environ. Microbiol. 71 (2005) 2473-2478. [PMID: 15870336]
5. Seidel, J., Schmitt, G., Hoffmann, M., Jendrossek, D. and Einsle, O. Structure of the processive rubber oxygenase RoxA from Xanthomonas sp. Proc. Natl Acad. Sci. USA 110 (2013) 13833-13838. [PMID: 23922395]
6. Birke, J. and Jendrossek, D. Rubber oxygenase and latex clearing protein cleave rubber to different products and use different cleavage mechanisms. Appl. Environ. Microbiol. 80 (2014) 5012-5020. [PMID: 24907333]