Evaluation of Snake Venom Phospholipase A2: hydrolysis of Non-Natural Esters

ADDITIONS AND CORRECTIONS

Evaluation of Snake Venom Phospholipase A₂: Hydrolysis of Non-Natural Esters

Renan A. S. Pirolla; Paulo A. Baldasso; Sérgio Marangoni; Paulo J. S. Moran; José Augusto R. Rodrigues*

Department of Organic Chemistry, Institute of Chemistry, University of Campinas, PO Box 6154, 13083-970 Campinas-SP, Brazil

The following paragraphs, in page 304 column 1, were printed missing two references which are correctly given bellow:

Determination of absolute configurations

Bioreduction of α-tetralone with Daucus carota

α-Tetralone (20 mg, 0.14 mmol) dissolved in 1 mL of ethanol was added to a suspension of freshly cut carrot root (30 g) in 80 mL of distilled water, and the reaction mixture was incubated on an orbital shaker (180 rpm) at 30 °C for 6 days. Finally, the suspension was filtered, and the carrot root was washed three times with water. Filtrates were extracted with ethyl acetate (3 × 125 mL), the organic phase was dried over anhydrous Na₂SO₄ and then evaporated. The residue was analyzed by GC MS and GC FID with a chiral column. The product (S)-1,2,3,4-tetrahydronaphtalen-1-ol 12 was obtained in 64% yield and ee 65% with [α]_D²⁰ +15 (c 0.59 in THF).²⁷

Bioreduction of p-nitroacetophenone with daucus carota

Using a procedure similar to the describe above, 100 mg (0.60 mmol) of p-nitroacetophenone was reacted with 30 g of carrot root. Following separations and GC analysis the product

(S)-p-nitrophenyl-1-ethanol 8 was obtained in 81% yield and ee 96% with [α]_D²⁰ -24 (c 1.48 in THF).²⁸

Publication Dates

• Publication in this collection
  14 Apr 2011
• Date of issue
  2011