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Table 4 Examples for one step enzymatic reactions employing the designer yeast made by Stewart and coworkers [88, 167–170], namely Saccharomyces cerevisiae overexpressing the Acinetobacter sp. NCIB 9871 cyclohexanone monooxygenase. The data is chronologically ordered.

From: Yeast cell factories for fine chemical and API production

Entry

Substrate

Product

Substrate/Product Code

Performance: yield (ee)

   

Ref.

1

a: R = Me

a: 83% (≥ 98%)

   

[167, 168]

   

b: R = Et

b: 74% (≥ 98%)

    
   

c: R = Pri

c: 60% (≥ 98%)

    
   

d: R = Pr

d: 63% (92%)

    
   

e: R = allyl

e: 62% (95%)

    
     

1

 

2

 

2

a: R = Me

a:

50% (49%)

 

---I

[168, 169]

   

b: R = Et

b:

79% (95%)

 

69% (≥ 98%)

 
   

c: R = Pri

c:

41% (≥ 98%)

 

46% (96%)

 
   

d: R = Pr

d:

54% (97%)

 

66% (92%)

 
   

e: R = allyl

e:

59% (≥ 98%)

 

58% (≥ 98%)

 
   

f. R = n-butyl

f:

59% (≥ 98%)

 

64% (98%)

 
     

1

2

3

 

3

a: R = Me

a:

71% (≥ 98%)

60 % (≥ 98 %)

---I

[168]

   

b: R = Et

b:

18% (70%)

20% (70%)

---I

 
   

c: R = Pri

c:

N.R.II

---I

N.R.II

 
   

d: R = Pr

d:

11% (≥ 98%)

---I

8% (83%)

 
   

e: R = allyl

e:

15% (97%)

---I

9.3% (≥ 98%)

 
   

f. R = n-butyl

f:

37% (56%)

---I

11% (84%)

 
     

1

 

2

 

4

a: R = n-Bu

a:

18% (≥ 98%)

 

32% (≥ 98%)

[170]

   

b: R = n-Hex

b:

32% (≥ 98%)

 

42% (≥ 98%)

 
   

c: R = n-Oct

c:

25% (≥ 98%)

 

14% (≥ 98%)

 
   

d: R = n-

d:

39% (≥ 98%)

 

37% (≥ 98%)

 
   

C11H23

     
     

1III

2III

3III

 

5

a: R = n-Pr

a:

27% (13%)

-IV (33%)

-IV (60%)

[170]

   

b: R = n-Hex

 

overall yield: 44%; ratio 2 : 3 = 83 : 17

 
    

b:

54% (29%)

(60%)

-IV

 
     

overall yield: 20%; ratio 2 : 3 = > 99 : < 1

 

6

a: R = Ph

a: 95% (> 99%)

   

[88]

   

b: R = But

b: 47% (99%)

    
   

c: R = Bun

c: 53% (74%)

    

7

a: R1 = H

R2 = H

1a: 18% (90%) (2a: 19% yield)

   

[88]

   

b: R1 = H

R2 = Ph

1b: 30% (30%) (no sulfone 2b detected)

    

8

a: R1 = H

R2 = H

1a: 20% (75%) [2a: 45% yield]

   

[88]

   

b: R1 = H

R2 = CH3

1b: 16% (20%) [2b: 15% yield 76% ee]

    
   

c: R1 = H

R2 = Ph

1c: 74% (20%) [no sulfone 2c detected]

    

9

R1 = CH3

1: 84% (48%)

   

[88]

   

R2 = CH3

2: 10%

    
  1. IThis isomer was not detected in the product mixture [168];
  2. IIno oxidation detectable [168];
  3. IIIdue to the low enantioselectivities of the reactions, no absolute configuration was assigned [170];
  4. IVvalue not given [170].
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