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1.13.11.87: endo-cleaving rubber dioxygenase

This is an abbreviated version!
For detailed information about endo-cleaving rubber dioxygenase, go to the full flat file.

Word Map on EC 1.13.11.87

Reaction

Cleavage of cis-1,4-polyisoprene polymers into a mixture of compounds, including a C20 compound ((4Z,8Z,12Z,16Z,20Z,24Z)-4,8,12,16,20,24-hexamethyl-28-oxononacosa-4,8,12,16,20,24-hexaenal), a C25 compound ((4Z,8Z,12Z,16Z,20Z)-4,8,12,16,20-pentamethyl-24-oxopentacosa-4,8,12,16,20-pentaenal), a C30 compound ((4Z,8Z,12Z,16Z)-4,8,12,16-tetramethyl-20-oxohenicosa-4,8,12,16-tetraenal), and larger isoprenologes such as C35, C40, C45, and higher analogues =

Synonyms

GPOL_174p00150, GPOL_c48310, latex clearing protein, latex-clearing protein, Lcp, Lcp protein, Lcp1, lcp1VH2, Lcp2, lcp2VH2, LcpK30, polyisoprene-cleaving rubber oxygenase, roxA, RoxB, rubber oxidizing protein, rubber oxygenase, rubber oxygenase B

ECTree

     1 Oxidoreductases
         1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)
             1.13.11 With incorporation of two atoms of oxygen
                1.13.11.87 endo-cleaving rubber dioxygenase

Substrates Products

Substrates Products on EC 1.13.11.87 - endo-cleaving rubber dioxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
carbon black filled vulcanized rubber + O2
oligo(cis-1,4-isoprenoids)
show the reaction diagram
cis-1,4-polyisoprene + n O2
?
show the reaction diagram
cis-1,4-polyisoprene + n O2
n (4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
show the reaction diagram
cis-1,4-polyisoprene + O2
?
show the reaction diagram
cis-1,4-polyisoprene rubber particles + O2
?
show the reaction diagram
isoprene rubber particles + O2
oligo(cis-1,4-isoprenoids)
show the reaction diagram
natural rubber + O2
?
show the reaction diagram
poly(cis-1,4-isoprene) + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
show the reaction diagram
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)
-
-
?
poly(cis-1,4-isoprene) + O2
(4Z,8Z,12Z,16Z,20Z,24Z)-4,8,12,16,20,24-hexamethyl-28-oxononacosa-4,8,12,16,20,24-hexaenal + (4Z,8Z,12Z,16Z,20Z)-4,8,12,16,20-pentamethyl-24-oxopentacosa-4,8,12,16,20-pentaenal + (4Z,8Z,12Z,16Z)-4,8,12,16-tetramethyl-20-oxohenicosa-4,8,12,16-tetraenal + ?
show the reaction diagram
the enzyme cleaves cis-1,4-polyisoprene polymers into a mixture of C20, C25, and higher oligo-isoprenoids with terminal aldehyde and keto groups were identified
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-
?
poly(cis-1,4-isoprene) + O2
?
show the reaction diagram
polyisoprene latex milk + O2
?
show the reaction diagram
rubber + O2
?
show the reaction diagram
rubber latex + O2
(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal
show the reaction diagram
RoxA cleaves rubber by a dioxygenase mechanism
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-
?
synthetic rubber + O2
?
show the reaction diagram
trans-1,4-polyisoprene + n O2
?
show the reaction diagram
additional information
?
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