Potassium Chloride → (-)-Zingiberene

HRID 590684Notes

Reaction equation

HRID 590684 reaction equation
C1N(CCO)CCN(CCS(O)(=O)=O)C1.[Cl-].[K+].[Mg+2].[Cl-].[Cl-].C(S)[C@@H](O)[C@H](O)CS.O([CH2:38]/[CH:39]=[C:40](\[CH2:42][CH2:43]/[CH:44]=[C:45](\[CH2:47][CH2:48][CH:49]=[C:50]([CH3:52])[CH3:51])/[CH3:46])/[CH3:41])P(OP([O-])([O-])=O)(=O)[O-].O(C/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)P(OP([O-])([O-])=O)(=O)[O-].O(C/C=C(/CCC=C(C)C)\C)P(OP([O-])([O-])=O)(=O)[O-].O(C/C=C(\CCC=C(C)C)/C)P(OP([O-])([O-])=O)(=O)[O-].O(C/C=C(/CC/C=C(\C)/CC/C=C(/CCC=C(C)C)\C)\C)P(OP([O-])([O-])=O)(=O)[O-]>OCC(CO)O>[CH3:41][C:40]1[CH:42]=[CH:43][C@@H:44]([C@H:45]([CH2:47][CH2:48][CH:49]=[C:50]([CH3:52])[CH3:51])[CH3:46])[CH2:38][CH:39]=1

Participants

11

Reactant 9

HCID 4873Potassium ChlorideHCID 238314-(2-Hydroxyethyl)-1-piperazineethanesulfonic acidHCID 446094D-1,4-DithiothreitolHCID 5360315Magnesium Chloride2×HCID 54971052-Trans,6-trans,10-trans-geranylgeranyl diphosphate(3-)HCID 159839592-Trans,6-trans-farnesyl diphosphate(3-)HCID 19379894Geranyl diphosphate(3-)HCID 25245689Neryl diphosphate(3-)HCID 45479402(2Z,6Z)-farnesyl diphosphate

Product 1

HCID 92776(-)-Zingiberene

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Conditions

Temperature
30 °C

Procedure

Activity assays were performed in 20 mL glass vials in a total volume of 500 μL 50 mM HEPES, pH7.2, 100 mM KCl, 7.5 mM MgCl2, 20 μM MgCl2, 5% (v/v) glycerol, 5 mM DTT with 50 μL protein and either 2 mM cis-FPP (2Z-6Z-farnesyl diphosphate), trans-FPP (E-E-farnesyl diphosphate), GPP (geranyl diphosphate), NDP (neryl diphosphate), or GGPP (geranylgeranyl diphosphate) as a substrate (Echelon Biosciences Incorporated, Salt Lake City, USA). Vials were closed with a teflon lined crimp cap immediately and incubated under moderate shaking for 1 hour at 30° C.

Workup

  1. customcrimp cap immediately

Sources & evidence

ORD record
ord-9fbb8acc37d447e4993cf7e0370f5436
Source dataset
uspto-grants-2016_01
Patent number
US09234193B2

Reaction notes

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