Adiponitrile → 5-Cyanovaleramide

HRID 1955

Reaction equation

HRID 1955 reaction equation
[C:1](#[N:8])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7].[O-:9]P(OP([O-])([O-])=O)(=O)[O-]>>[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][C:1]([NH2:8])=[O:9])#[N:7]

Participants

3

Reactant 2

HCID 8128AdiponitrileHCID 644102Pyrophosphate

Product 1

HCID 117685765-Cyanovaleramide

Conditions

Temperature
5 °C

Procedure

Various Pseudomonas strains were grown on 10 mM adipontrile in PR Basal medium for 24 h and harvested by centrifugation. Wet cell pastes were frozen for storage. To test for biocatalyst reaction, 50 mg of frozen cell paste was resuspended in 1 mL of 50 mM pyrophosphate buffer, pH 7.5. Adiponitrile substrate was added to a final concentration of 100 mM and the cell suspensions were shaken at 200 rpm at 5° C. for 4-7 h. Cells were removed by centrifugation and the clarified supernatant was analyzed for the presence of 5-cyanopentanamide by gas chromatography. The following Pseudomonas strains were found to produce the desired product: P. putida 5B-MGN-2p (NRRL-18668), Pseudomonas sp. 3L-H-2-6-1p, P. putida 20-5-SBN-1b (ATCC 55735), P. putida 3L-G-1-5-1a-1 (ATCC 55736), P. chlororaphis B23 (FERM-B187), Pseudomonas sp. 3L-H-9-6-2p, and P. putida 2-H-9-5-1a.

Workup

  1. temperatureWet cell pastes were frozen for storage
  2. customTo test for biocatalyst reaction, 50 mg of frozen cell paste
  3. customCells were removed by centrifugation

Sources & evidence

ORD record
ord-4a9ed02b548945d8a2465cef6a9abb9e
Source dataset
uspto-grants-1998_03
Patent number
US05728556

Linked notes

Loading…