Table 1 Biocatalytic synthesis of 2′-functionalized nucleoside via one-pot cascades

From: An engineered aldolase enables the biocatalytic synthesis of 2′-functionalized nucleoside analogues

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Entry

2′-Modification

Nucleobase

Sugar equivalentsa

Aldolase loading (variant)

PPM loading (mol%)

PNP loading (mol%)

Conversionb (%)

1

OH

Adenine

1×

7 mol% (EcDERA-F76A)

0.2

0.4

61 ± 1

2c

OH

Adenine

2×

7 mol% (EcDERA-F76A)

0.2

0.4

64 ± 1

3

OH

Adenine

10×

7 mol% (EcDERA-F76A)

0.2

0.4

94 ± 1

4

Me

Adenine

1×

7 mol% (EcDERA-WT)

2

8

ND

5

Me

Adenine

10×

7 mol% (EcDERA-WT)

2

8

17 ± 1

6

Me

Adenine

10×

7 mol% (EcDERA-F76A)

2

8

38 ± 1

7

Me

Adenine

10×

7 mol% (EcDERA-F76A)

2

16

65 ± 8

8

F

Adenine

1×

7 mol% (EcDERA-WT)

2

8

ND

9

F

Adenine

10×

7 mol% (EcDERA-WT)

2

8

6 ± 1

10

F

Adenine

10×

7 mol% (EcDERA-WT)

2

16

20 ± 1

11d

F

Adenine

10×

7 mol% (EcDERA-WT)

2

16

28 ± 1

12

OH

Guanine

1×

7 mol% (EcDERA-F76A)

0.2

0.4

24 ± 1

13

AraOH

Adenine

1×

4 mol% (EcFSA-WT)

0.2

0.4

32 ± 1

  1. aSugar equivalents as determined by the equivalents of d-glyceraldehyde relative to nucleobase.
  2. bAverage conversions ± s.d.
  3. cReaction carried out with 2 mM dl-glyceraldehyde as opposed to 1 mM d-glyceraldehyde, conversion reported with respect to limiting nucleobase.
  4. dReaction from entry 10 repeated, replacing wild-type PNP with the best-performing variant from ref. 37. ND, not determined.
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