| EC |
1.14.13.249 |
| Accepted name: |
3-amino-4-hydroxybenzoate 2-monooxygenase |
| Reaction: |
3-amino-4-hydroxybenzoate + NADPH + H+ + O2 = 3-amino-2,4-dihydroxybenzoate + NADP+ + H2O |
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For diagram of cremeomycin biosynthesis, click here |
| Other name(s): |
creL (gene name); ptmB3 (gene name); ptnB3 (gene name) |
| Systematic name: |
3-amino-4-hydroxybenzoate,NADPH:oxygen oxidoreductase (2-hydroxylating) |
| Comments: |
Requires FAD. The CreL enzyme from the bacterium Streptomyces cremeus participates in the biosynthesis of cremeomycin. The PrmB3 and PtnB3 enzymes from Streptomyces platensis are involved in the biosynthesis of platensimycin and platencin, respectively. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Smanski, M.J., Yu, Z., Casper, J., Lin, S., Peterson, R.M., Chen, Y., Wendt-Pienkowski, E., Rajski, S.R. and Shen, B. Dedicated ent-kaurene and ent-atiserene synthases for platensimycin and platencin biosynthesis. Proc. Natl. Acad. Sci. USA 108 (2011) 13498–13503. [DOI] [PMID: 21825154] |
| 2. |
Waldman, A.J., Pechersky, Y., Wang, P., Wang, J.X. and Balskus, E.P. The cremeomycin biosynthetic gene cluster encodes a pathway for diazo formation. Chembiochem 16 (2015) 2172–2175. [DOI] [PMID: 26278892] |
| 3. |
Sugai, Y., Katsuyama, Y. and Ohnishi, Y. A nitrous acid biosynthetic pathway for diazo group formation in bacteria. Nat. Chem. Biol. 12 (2016) 73–75. [DOI] [PMID: 26689788] |
| 4. |
Dong, L.B., Rudolf, J.D., Kang, D., Wang, N., He, C.Q., Deng, Y., Huang, Y., Houk, K.N., Duan, Y. and Shen, B. Biosynthesis of thiocarboxylic acid-containing natural products. Nat. Commun. 9:2362 (2018). [DOI] [PMID: 29915173] |
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| [EC 1.14.13.249 created 2021] |
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|
| EC |
2.1.1.380 |
| Accepted name: |
3-amino-4-hydroxybenzoate 4-O-methyltransferase |
| Reaction: |
S-adenosyl-L-methionine + 3-amino-2,4-dihydroxybenzoate = S-adenosyl-L-homocysteine + 3-amino-2-hydroxy-4-methoxybenzoate |
|
For diagram of cremeomycin biosynthesis, click here |
| Glossary: |
cremeomycin = 6-carboxy-2-diazonio-3-methoxyphenolate |
| Other name(s): |
creN (gene name) |
| Systematic name: |
S-adenosyl-L-methionine:3-amino-4-hydroxybenzoate 4-O-methyltransferase |
| Comments: |
The enzyme, characterized from the bacterium Streptomyces cremeus, is involved in cremeomycin biosynthesis. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Waldman, A.J., Pechersky, Y., Wang, P., Wang, J.X. and Balskus, E.P. The cremeomycin biosynthetic gene cluster encodes a pathway for diazo formation. Chembiochem 16 (2015) 2172–2175. [DOI] [PMID: 26278892] |
|
| [EC 2.1.1.380 created 2021] |
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|
| EC |
6.7.1.1 |
| Accepted name: |
3-amino-2-hydroxy-4-methoxybenzoate diazotase |
| Reaction: |
ATP + 3-amino-2-hydroxy-4-methoxybenzoate + nitrite = AMP + diphosphate + cremeomycin + H2O |
|
For diagram of cremeomycin biosynthesis, click here |
| Glossary: |
cremeomycin = 6-carboxy-2-diazonio-3-methoxyphenolate |
| Other name(s): |
creM (gene name) |
| Systematic name: |
3-amino-2-hydroxy-4-methoxybenzoate:nitrite ligase (AMP-forming) |
| Comments: |
The enzyme, characterized from Streptomyces cremeus, catalyses the last step in the biosynthesis of the ortho-diazoquinone cremeomycin. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Waldman, A.J. and Balskus, E.P. Discovery of a diazo-forming enzyme in cremeomycin biosynthesis. J. Org. Chem. 83 (2018) 7539–7546. [DOI] [PMID: 29771512] |
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| [EC 6.7.1.1 created 2021] |
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