EC Number   |
Substrates |
Organism |
Products |
Reversibility  |
|---|
   2.1.1.300 | more |
analysis of substrate specificity by mass spectrometry, overview. Enzyme PavNMT exhibits a preference for (+)-pavine and the 1-benzylisoquinoline (S)-reticuline, but also accepts the protoberberines scoulerine and stylopine and, to a lesser extent, tetrahydropapaverine (THP). No activity with (R)-reticuline and papaverine, as well as cryptopine, glaucine, codeine, canadaline, noscapine, and berbamine. Structural determinants of substrate binding are derived from crystal structure analysis |
Thalictrum flavum subsp. glaucum |
? |
- |
- |
| 2.1.1.300 | S-adenosyl-L-methionine + (S)-tetrahydropapaverine |
- |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + (S)-laudanosine |
- |
- |
| 2.1.1.300 | S-adenosyl-L-methionine + (S)-tetrahydropapaverine |
i.e. THP, low activity, a racemic mixture of THP is converted by PavNMT to laudanosine. The benzyl group of (S)-THP is most deeply buried in the substrate-binding pocket, whereas the isoquinoline moiety lies in a more exposed position where the plane of the six-carbon ring is stacked in a parallel arrangement against the benzyl group of a molecule of (R)-THP. The molecule of (R)-THP appears to be bound more loosely, with fewer direct contacts with the protein than seen for the molecule of (S)-THP. The loop formed by residues 75-91 covers both THP molecules, and the structure of this loop appears to be dependent on the binding of both THP molecules, because it is disordered when THP is not bound |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + (S)-laudanosine |
- |
- |
| 2.1.1.300 | S-adenosyl-L-methionine + (+/-)-N-methylpavine |
- |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + (+/-)-N,N-dimethylpavine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (+/-)-pavine |
- |
Thalictrum flavum |
S-adenosyl-L-homocysteine + N-methylpavine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (+/-)-pavine |
- |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + (+/-)-N-methylpavine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (R,S)-scoulerine |
- |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + N-methylscoulerine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (R,S)-stylopine |
- |
Thalictrum flavum |
S-adenosyl-L-homocysteine + N-methylstylopine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (R,S)-stylopine |
- |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + N-methylstylopine |
- |
? |
| 2.1.1.300 | S-adenosyl-L-methionine + (S)-reticuline |
best substrate. (R)-reticuline is not accepted as a substrate, revealing a strong stereoselectivity for (S)-reticuline |
Thalictrum flavum subsp. glaucum |
S-adenosyl-L-homocysteine + (S)-tetrahydropapaverine |
- |
? |
