Phenylmethylsulfonyl Fluoride → Kaurenoic Acid
Reaction equation
[CH2:1](O)[C:2](N)([CH2:5]O)[CH2:3]O.[CH2:9](S)[C@@H:10](O)[C@H](O)CS.[CH:17]1[CH:22]=[N+]([C@H]2O[C@@H](COP(OP(OC[C@H]3O[C@@H](N4C5N=CN=C(N)C=5N=C4)[C@H](OP(O)(O)=O)[C@@H]3O)(O)=O)([O-])=O)[C@H](O)[C@@H]2O)[CH:20]=[C:19]([C:62](N)=[O:63])[CH:18]=1.[CH3:65][C:66]1[C:71]([CH3:72])=[CH:70][C:69]2N(C[C@H](O)[C@H](O)[C@H](O)COP(OP(OC[C@H]3O[C@@H](N4C5N=CN=C(N)C=5N=C4)[C@H](O)[C@@H]3O)(O)=O)(O)=O)C3C(=N[C:68]=2[CH:67]=1)C(=O)NC(=O)N=3.C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=[O:123].C1(CS(F)(=O)=O)C=CC=CC=1>C[C@]12[C@@H]3CC[C@@H]4C(C[C@@]3(C4)CC[C@@H]1[C@@](C(O)=O)(C)CCC2)=C>[CH3:1][C@:2]12[C@@H:5]3[CH2:69][CH2:70][C@H:71]4[C:66]([CH2:67][C@@:68]3([CH2:72]4)[CH2:22][CH2:17][C@@H:18]1[C@@:19]([C:62]([OH:63])=[O:123])([CH3:20])[CH2:10][CH2:9][CH2:3]2)=[CH2:65]Participants
8
Reactant 6
HCID 4784Phenylmethylsulfonyl Fluoride
HCID 6049Ethylenediaminetetraacetic Acid
HCID 6503Tris(hydroxymethyl)aminomethane
HCID 446094D-1,4-Dithiothreitol
HCID 643975Flavin adenine dinucleotide
HCID 71717786[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3R,4S,5S)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphateProduct 1
Reagents, catalysts & solvents 1
Procedure
For each gene 5 ml of expression culture was pelleted and resuspended in 1 ml of kaurenoic acid assay buffer (100 mM Tris (pH 7.5), 1 mM DTT (dithiothreotol), 0.5 mM NADPH (nicotinamide adenine dinucleotide phosphate), 0.5 mM FAD (flavin-adenine dinucleotide), 0.05 mg/ml kaurenoic acid, 0.05× Complete EDTA-free protease inhibitor cocktail (Roche), 0.4 μM PMSF (phenylmethylsulphonylfluoride)) and incubated at 30° C. for 5 h at 850 rpm in an Eppendorf Thermomixer (Westbury, N.Y.).
Sources & evidence
- ORD record
- ord-3ba5b74f9231459faee8c3ed0967a775
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07927851B2
Reaction notes
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