Enzymatic activity of cell-free extracts from Burkholderia oxyphila OX-01 bio-converts (+)-catechin and (-)-epicatechin to (+)-taxifolin.
This study characterized the enzymatic ability of a cell-free extract from an acidophilic (+)-catechin degrader Burkholderia oxyphila (OX-01). The crude OX-01 extracts were able to transform (+)-catechin and (-)-epicatechin into (+)-taxifolin via a leucocyanidin intermediate in a two-step oxidation. Enzymatic oxidation at the C-4 position was carried out anaerobically using H2O as an oxygen donor. The C-4 oxidation occurred only in the presence of the 2R-catechin stereoisomer, with the C-3 stereoisomer not affecting the reaction. These results suggest that the OX-01 may have evolved to target both (+)-catechin and (-)-epicatechin, which are major structural units in plants.
a Department of Forest Resource Chemistry , Forestry and Forest Products Research Institute , Tsukuba , Japan.|e Department of Sustainable and Biomaterials , Virginia Polytechnic and State University , Blacksburg , VA , USA.
Yuichiro
Y
Otsuka
b Department of Biotechnology , Toyama Prefectural University , Imizu , Japan.
Motoki
M
Matsuda
c Faculty of Agriculture and Life Science , Hirosaki University , Hirosaki , Japan.
Tomonori
T
Sonoki
d Graduate School of Life and Environmental Sciences , University of Tsukuba , Tsukuba , Japan.
Kanna
K
Sato-Izawa
e Department of Sustainable and Biomaterials , Virginia Polytechnic and State University , Blacksburg , VA , USA.
Barry
B
Goodell
f Center for Agriculture, Food and the Environment , University of Massachusetts Amherst , Amherst , MA , USA.
Jody
J
Jelison
a Department of Forest Resource Chemistry , Forestry and Forest Products Research Institute , Tsukuba , Japan.
Ronald R
RR
Navarro
g Department of Mushroom Science and Forest Microbiology , Forestry and Forest Products Research Institute , Tsukuba , Japan.
Hitoshi
H
Murata
a Department of Forest Resource Chemistry , Forestry and Forest Products Research Institute , Tsukuba , Japan.
Masaya
M
Nakamura
D001711:Biotransformation; D019117:Burkholderia / Q000201:enzymology*; D002392:Catechin / Q000737:chemistry* / Q000378:metabolism*; D010100:Oxygen / Q000378:metabolism; D011794:Quercetin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism; D013379:Substrate Specificity
D002392:Catechin; D011794:Quercetin; C003377:taxifolin; D010100:Oxygen
(+)-catechin; (+)-taxifolin; (−)-epicatechin; burkholderia; enzymatic reaction