Preparation of 3-ketovalidoxylamine A C-N lyase substrate: N-p-nitrophenyl-3-ketovalidamine by Stenotrophomonas maltrophilia CCTCC M 204024.
3-Ketovalidoxylamine A C-N lyase is one of three key enzymes in the production of valienamine, which is a potent glucosidase inhibitor from validamycin A. N-p-Nitrophenyl-3-ketovalidamine, used as the substrate of 3-ketovalidoxylamine A C-N lyase, was prepared from N-p-nitrophenylvalidamine with free cells of Stenotrophomonas maltrophilia CCTCC M 204024. The yield and selectivity of N-p-nitrophenyl-3-ketovalidamine from cells were improved by treatment with 10 mM ethylenediaminetetraacetic acid. The optimal pH and temperature for N-p-nitrophenyl-3-ketovalidamine formation was pH 6.0 and 30 degrees C, respectively. N-p-Nitrophenyl-3-ketovalidamine was formed with a yield of 0.68 in the first batch.
Zhang
Jian-Fen
JF
Institute of Bioengineering, Zhejiang University of Technology, Hangzhou, 310032, People's Republic of China.
Zheng
Yu-Guo
YG
Liu
Zhi-Qiang
ZQ
Shen
Yin-Chu
YC
D019759:Carbon-Nitrogen Lyases / Q000378:metabolism*; D053138:Cyclohexenes / Q000737:chemistry / Q000378:metabolism; D004492:Edetic Acid / Q000494:pharmacology; D006595:Hexosamines / Q000737:chemistry / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D007294:Inositol / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D007700:Kinetics; D008956:Models, Chemical; D015394:Molecular Structure; D009596:Nitrophenols / Q000737:chemistry / Q000378:metabolism*; D020588:Stenotrophomonas / Q000187:drug effects / Q000378:metabolism*; D013379:Substrate Specificity; D013696:Temperature
D053138:Cyclohexenes; D006595:Hexosamines; C519801:N-p-nitrophenyl-3-ketovalidamine; D009596:Nitrophenols; C030791:valienamine; D007294:Inositol; C003749:validamycins; D004492:Edetic Acid; D019759:Carbon-Nitrogen Lyases; C048147:3-ketovalidoxylamine A C-N lyase