NADPH → NADP nicotinamide-adenine-dinucleotide phosphate

HRID 1429680Notes

Reaction equation

HRID 1429680 reaction equation
[CH3:1][O:2]C1C=CC2N=CC=C([C@H](O)[C@@H]3N4C[C@H](C=C)C(CC4)C3)C=2C=1.CN1[C@H]2CC3C=CC([O:43]C)=CC=3[C@]3([C@@H]2CCCC3)CC1.CCC1C=CC=C2C=C(C(O)CNC(C)(C)C)OC=12.[CH:64]1[N:65]=[C:66]([NH2:111])[C:67]2[N:72]=[CH:71][N:70]([C@@H:73]3[O:77][C@H:76]([CH2:78][O:79][P:80]([O:83][P:84]([O:87][CH2:88][C@H:89]4[O:93][C@@H:92]([N:94]5[CH:99]=[C:98]([C:100]([NH2:102])=[O:101])[CH2:97][CH:96]=[CH:95]5)[C@H:91]([OH:103])[C@@H:90]4[OH:104])([OH:86])=[O:85])([OH:82])=[O:81])[C@@H:75]([OH:105])[C@H:74]3[O:106][P:107]([OH:110])([OH:109])=[O:108])[C:68]=2[N:69]=1>>[CH:96]1[CH:95]=[N+:94]([C@@H:92]2[O:93][C@H:89]([CH2:88][O:87][P:84]([O:83][P:80]([O:79][CH2:78][C@H:76]3[O:77][C@@H:73]([N:70]4[C:68]5[N:69]=[CH:64][N:65]=[C:66]([NH2:111])[C:67]=5[N:72]=[CH:71]4)[C@H:74]([O:106][P:107]([OH:109])([OH:110])=[O:108])[C@@H:75]3[OH:105])([OH:82])=[O:81])([OH:86])=[O:85])[C@@H:90]([OH:104])[C@H:91]2[OH:103])[CH:99]=[C:98]([C:100]([NH2:102])=[O:101])[CH:97]=1.[CH2:88]([O:87][P:84]([OH:86])([OH:83])=[O:85])[C@H:89]1[O:93][C@@H:92]([OH:43])[C@H:91]([OH:103])[C@@H:90]([OH:104])[C@@H:1]1[OH:2]

Participants

6

Reactant 4

HCID 5884NADPHHCID 5953(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanolHCID 71733BufuralolHCID 5360696Dextromethorphan

Product 2

HCID 5886NADP nicotinamide-adenine-dinucleotide phosphateHCID 439427Beta-D-Glucose 6-phosphate

Procedure

The control inhibitor (quinidine) and marker substrate (dextromethorphan or bufuralol) were transferred to the incubation vessels (60 μL aliquots each). After a pre-incubation period at 37° C., the reactions were initiated by the addition of a 40 μL aliquot of NADPH regenerating system (BD Gentest). A 40 μL aliquot (diluted 6:19 with incubation buffer) provided final concentrations of 1.3 mM NADP+, 3.3 mM glucose-6-phosphate and 0.4 U/mL glucose-6-phosphate dehydrogenase. Incubation times were 12 minutes for both dextromethorphan and bufuralol. Reactions were terminated by the direct addition of acetonitrile (160 μL) to the incubation mix followed by transfer to a pooling plate containing additional acetonitrile (400 μL).

Workup

  1. additionA 40 μL aliquot (diluted 6:19 with incubation buffer)

Sources & evidence

ORD record
ord-90842607ee7a4e78b9450581b008489f
Source dataset
uspto-grants-2015_01
Patent number
US08940745B2

Reaction notes

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