Abstract
We describe a method for sustainable biocatalysis in an organic aqueous tunable solvent (OATS) system in which a hydrophobic substrate is transformed with a homogeneous enzymatic catalyst in a single liquid phase. Subsequent CO2 addition produces a biphasic mixture where the hydrophobic product partitions preferentially into the organic rich phase for separation while the hydrophilic enzyme catalyst partitions into the aqueous rich phase, where it is recyclable. Greater than 99% enantiomeric excess (ee) is shown for catalyzed hydrolysis of rac-1-phenylethyl acetate with Candida antarctica lipase B (CAL B) both before and after CO2-induced separation. Additionally, processing parameters in OATS systems are discussed. This system combines homogeneous enzymatic reactions with a built-in heterogeneous separation for enantiomerically pure products.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 888-893 |
| Number of pages | 6 |
| Journal | Green Chemistry |
| Volume | 9 |
| Issue number | 8 |
| DOIs | |
| State | Published - Jan 1 2007 |
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Coupling chiral homogeneous biocatalytic reactions with benign heterogeneous separation. / Hill, Elizabeth M.; Broering, James M.; Hallett, Jason P.; Bommarius, Andreas S.; Liotta, Charles L.; Eckert, Charles A.
In: Green Chemistry, Vol. 9, No. 8, 01.01.2007, p. 888-893.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Coupling chiral homogeneous biocatalytic reactions with benign heterogeneous separation
AU - Hill, Elizabeth M.
AU - Broering, James M.
AU - Hallett, Jason P.
AU - Bommarius, Andreas S.
AU - Liotta, Charles L.
AU - Eckert, Charles A.
PY - 2007/1/1
Y1 - 2007/1/1
N2 - We describe a method for sustainable biocatalysis in an organic aqueous tunable solvent (OATS) system in which a hydrophobic substrate is transformed with a homogeneous enzymatic catalyst in a single liquid phase. Subsequent CO2 addition produces a biphasic mixture where the hydrophobic product partitions preferentially into the organic rich phase for separation while the hydrophilic enzyme catalyst partitions into the aqueous rich phase, where it is recyclable. Greater than 99% enantiomeric excess (ee) is shown for catalyzed hydrolysis of rac-1-phenylethyl acetate with Candida antarctica lipase B (CAL B) both before and after CO2-induced separation. Additionally, processing parameters in OATS systems are discussed. This system combines homogeneous enzymatic reactions with a built-in heterogeneous separation for enantiomerically pure products.
AB - We describe a method for sustainable biocatalysis in an organic aqueous tunable solvent (OATS) system in which a hydrophobic substrate is transformed with a homogeneous enzymatic catalyst in a single liquid phase. Subsequent CO2 addition produces a biphasic mixture where the hydrophobic product partitions preferentially into the organic rich phase for separation while the hydrophilic enzyme catalyst partitions into the aqueous rich phase, where it is recyclable. Greater than 99% enantiomeric excess (ee) is shown for catalyzed hydrolysis of rac-1-phenylethyl acetate with Candida antarctica lipase B (CAL B) both before and after CO2-induced separation. Additionally, processing parameters in OATS systems are discussed. This system combines homogeneous enzymatic reactions with a built-in heterogeneous separation for enantiomerically pure products.
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U2 - 10.1039/b701409k
DO - 10.1039/b701409k
M3 - Article
VL - 9
SP - 888
EP - 893
JO - Green Chemistry
JF - Green Chemistry
SN - 1463-9262
IS - 8
ER -