Table 2 Reaction similarities between the predicted tetrahydropalmatine-producing reaction and its top 18 most similar, gene-annotated reactions from the BridgIT reference database.

From: A computational workflow for the expansion of heterologous biosynthetic pathways to natural product derivatives

Rank

BridgIT score

Predicted EC

Native substrate

Type of substrate

Native organism

Enzymes tested

Activity on THCB

1

0.98

2.1.1.291

(S)-reticuline

BIA

P. somniferum

 

Not tested

2

0.76

2.1.1.118

Columbamine

BIA

Coptis japonica

CjColOMT

Active

3

0.75

2.1.1.128

(S)-norcoclaurine

BIA

P. somniferum

Ps6OMT

Already in pathway, no activity

4

0.75

2.1.1.116

3′-Hydroxy-N-methyl-(S)-coclaurine

BIA

P. somniferum

Ps4’OMT

Already in pathway, no activity

     

C. japonica

Cj4’OMT

 
     

E. californica

Ec4’OMT

 
     

T. flavum

Tf4’OMT

 

5

0.72

2.1.1.146

Isoeugenol

Phenylpropanoid

Ocimum basilicum (basil)

 

Not tested

6

0.69

2.1.1.38

O-demethylpuromycin

Antibiotic

Streptomyces alboniger

SaPurOMT

No activity

7

0.68

2.1.1.6

Catechol

Phenol

Diverse

 

Not tested

8

0.66

2.1.1.212

2,4′,7-Trihydroxy-isoflavanone

Flavanonoid

Lotus japonica

LjFlaOMT

No activity

9

0.64

2.1.1.4

N-acetylserotonin

Neurotransmitter

Homo sapiens (human)

 

Not tested

10

0.64

2.1.1.117

(S)-Scoulerine

BIA

P. somniferum

yPsS9OMT

Already in pathway, active

11

0.63

2.1.1.231

4′-Hydroxyflavone

Flavonoid

Glycine max (soybean)

 

Not tested

12

0.63

2.1.1.68

(E)-caffeate

Phenylpropanoid

Diverse

 

Not tested

13

0.62

2.1.1.104

Caffeoyl-CoA

Phenylpropanoid

Arabidopsis thaliana

AtCafOMT

No activity

14

0.61

2.1.1.150

(E)-caffeate

Phenylpropanoid

Medicago sativa (alfalfa)

 

Not tested

15

0.61

2.1.1.222

3-Demethylubiquinol

Quinone

Diverse bacteria

 

Not tested

16

0.60

2.1.1.279

trans-Anol

Phenol

Pimpinella anisum (anise)

 

Not tested

17

0.60

2.1.1.94

16-Hydroxytabersonine

Terpene indole alkaloid

Catharanthus roseus

 

Not tested

18

0.59

2.1.1.114

3,4-Dihydroxy-5-all-trans-polyprenylbenzoate

Quinone

Diverse, incl. S. cerevisiae

 

Natively present in yeast

  1. In bold: Enzymes that act on (S)-tetrahydrocolumbamine (THCB).
  2. EC Enzyme Commission classification number.