Phenol → Sodium Lauryl Sulfate

HRID 2271226Notes

Reaction equation

HRID 2271226 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])(O)=O.[Na+:12].N1C=CN=C1.Cl.S([S:22]([O-:24])=[O:23])([O-])=O.O[C:26]1[CH:34]=[CH:33][C:29](C([O-])=O)=[CH:28][CH:27]=1.C1([O:41]P([O-])([O-])=O)C=CC=CC=1>OCC(CO)O>[CH3:33][CH2:34][CH2:26][CH2:27][CH2:28][CH2:29][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:1][O:7][S:22]([O-:24])(=[O:41])=[O:23].[Na+:12]

Participants

8

Reactant 6

HCID 996PhenolHCID 1086DithioniteHCID 516892Sodium BicarbonateHCID 1548902HCID 1548902, compoundHCID 10197644Imidazolium chlorideHCID 178524487HCID 178524487, compound

Product 1

HCID 3423265Sodium Lauryl Sulfate

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Procedure

Thauera aromatica (K 172) was cultured anaerobically at 30° C. with 0.5 mM phenol and 10 mM NaHCO3 as sole source of carbon and energy, as well as 2 mM NaNO3 as the terminal electron acceptor. The bacterial cells were harvested and 20 g of the bacterial cells were resuspended in 20 mnL 20 mM imidazole/HCl (pH 6.5), 10% glycerol, 0.5 mM dithionite and traces of DNase I, disrupted (French Press, 137.6 MPa) and ultracentrifuged (100 000×g). The supernatant with the soluble protein firaction contained all the 4-hydroxy-benzoate:14CO2-exchange activity (383 nmol min−1 mg−1) and phenylphosphate carboxylase activity (10 nmol min−1 mg−1). The supernatant was loaded on a DEAE Sepharose fast flow chromatography column (Amersham Pharmacia Biotech, Uppsala, Sweden). FIG. 2 shows the results of SDS-PAGE (12.5%) with fractions after chromatography of the soluble fraction of K172 (grown aerobically on phenol). A total amount of 20 μg protein was loaded per lane. Lane 1: K172 grown on 4-hydroxybenzoate/NO3−(105×g supernatant); Lane 2: K172 grown on phenol/NO3−(105×g supernatent) show that three dominant phenol-induced proteins F1, F2, and F3 were separated. F1, F2, and F3 were identified by molecular weight: F1≈60 kDa, F2≈58 kDa, F3≈67 kDa. Lane 3: pooled fractions containing F1; Lane 4: pooled fractions containing F2; Lanes 5-7: fractions 17-19; Lanes 8-10: fractions 53-55; Lane 11: proteins that did not bind to DEAE; and Lane 12: fraction 84 containing F3.

Sources & evidence

ORD record
ord-b6cbb561488d4cac956d16335631638c
Source dataset
uspto-grants-2001_12
Patent number
US06333401B1

Reaction notes

Loading…