Any feedback?
Literature summary for 4.2.1.169 extracted from
- In vitro enzymatic assays of photosynthetic bacterial 3-vinyl hydratases for bacteriochlorophyll biosyntheses (2018), Photosynth. Res., 135, 319-328 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene bchF, recombinant overexpression in Escherichia coli strain BL21(DE3) | Chlorobaculum tepidum |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| additional information | further methylation at the 82- and 20-positions suppresses the in vitro hydration of the 3-vinyl group by the BchF/V hydratases | Chlorobaculum tepidum |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Zn2+ | required, substrate-bound | Chlorobaculum tepidum |  |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 3-deacetyl-3-vinyl-bacteriochlorophyllide a + H2O | Chlorobaculum tepidum | - |
3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a | - |
? | |
| 3-deacetyl-3-vinyl-bacteriochlorophyllide a + H2O | Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | - |
3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a | - |
? | |
| a 3-(1-hydroxyethyl) bacteriochlorophyllide d | Chlorobaculum tepidum | - |
a 3-vinyl bacteriochlorophyllide d + H2O | - |
? | |
| a 3-(1-hydroxyethyl) bacteriochlorophyllide d | Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | - |
a 3-vinyl bacteriochlorophyllide d + H2O | - |
? | |
| chlorophyllide a + H2O | Chlorobaculum tepidum | - |
3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a | - |
? | |
| chlorophyllide a + H2O | Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | - |
3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Chlorobaculum tepidum | - |
- |
- |
| Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 12-methylated 3-vinyl bacteriochlorophyllide d + H2O | the enzyme forms a 31-epimeric mixture of Zn-R/S[E,E]bacteriopheophorbide d | Chlorobaculum tepidum | ? | - |
? | |
| 12-methylated 3-vinyl bacteriochlorophyllide d + H2O | the enzyme forms a 31-epimeric mixture of Zn-R/S[E,E]bacteriopheophorbide d | Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | ? | - |
? | |
| 3-deacetyl-3-vinyl-bacteriochlorophyllide a + H2O | - |
Chlorobaculum tepidum | 3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a | - |
? | |
| 3-deacetyl-3-vinyl-bacteriochlorophyllide a + H2O | - |
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | 3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a | - |
? | |
| 3-vinyl bacteriochlorophyllide d + H2O | reaction mixture of Zn-3V-[E,M] or Zn-3V-[E,E]/[P,E]/[I,E]bacteriopheophorbide d homologues, overview | Chlorobaculum tepidum | (3R)-(1-hydroxyethyl) bacteriochlorophyllide d + (3S)-(1-hydroxyethyl) bacteriochlorophyllide d | - |
? | |
| 8-methylated 3-vinyl bacteriochlorophyllide d + H2O | the enzyme forms Zn-R[P,E]bacteriopheophorbide d as a major product and Zn-S[P,E]bacteriopheophorbide d as a minor one | Chlorobaculum tepidum | ? | - |
? | |
| a 3-(1-hydroxyethyl) bacteriochlorophyllide d | - |
Chlorobaculum tepidum | a 3-vinyl bacteriochlorophyllide d + H2O | - |
? | |
| a 3-(1-hydroxyethyl) bacteriochlorophyllide d | - |
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | a 3-vinyl bacteriochlorophyllide d + H2O | - |
? | |
| chlorophyllide a + H2O | - |
Chlorobaculum tepidum | 3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a | - |
? | |
| chlorophyllide a + H2O | - |
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | 3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a | - |
? | |
| additional information | both BchF and BchV from Chlorobaculum tepidum catalyze in vitro hydration of the 3-vinyl group of Zn-3V-[E,M]bacteriopheophorbide d. The reaction of Zn-3V-[E,E]bacteriopheophorbide d, the 121-methylated derivative of Zn-3V-[E,M]bacteriopheophorbides d, shows two products assigned to a 31-epimeric mixture of Zn-R/S[E,E]bacteriopheophorbide d. The R-epimeric product is predominant. Zn-3V-[P,E]bacteriopheophorbide d, the homologue methylated at the 82-position of Zn-3V-[E,E]bacteriopheophorbide d as a substrate gives similar results to that of Zn-3V-[E,E]bacteriopheophorbide d. Both BchF and BchV hydrate Zn-3V-[P,E]bacteriopheophorbide d stereoselectively and produce Zn-R[P,E]bacteriopheophorbide d as a major product and Zn-S[P,E]bacteriopheophorbide d as a minor one. With one more 82-methylated pigment, Zn-3V-[I,E]bacteriopheophorbide d, both BchF and BchV hydrate the 3-vinyl group of the substrate. No activity of BchF or BchV with Zn-3V-[I,E]bacteriopheophorbide c, the 20-methylated derivative of Zn-3V-[I,E]bacteriopheophorbide d | Chlorobaculum tepidum | ? | - |
? | |
| additional information | both BchF and BchV from Chlorobaculum tepidum catalyze in vitro hydration of the 3-vinyl group of Zn-3V-[E,M]bacteriopheophorbide d. The reaction of Zn-3V-[E,E]bacteriopheophorbide d, the 121-methylated derivative of Zn-3V-[E,M]bacteriopheophorbides d, shows two products assigned to a 31-epimeric mixture of Zn-R/S[E,E]bacteriopheophorbide d. The R-epimeric product is predominant. Zn-3V-[P,E]bacteriopheophorbide d, the homologue methylated at the 82-position of Zn-3V-[E,E]bacteriopheophorbide d as a substrate gives similar results to that of Zn-3V-[E,E]bacteriopheophorbide d. Both BchF and BchV hydrate Zn-3V-[P,E]bacteriopheophorbide d stereoselectively and produce Zn-R[P,E]bacteriopheophorbide d as a major product and Zn-S[P,E]bacteriopheophorbide d as a minor one. With one more 82-methylated pigment, Zn-3V-[I,E]bacteriopheophorbide d, both BchF and BchV hydrate the 3-vinyl group of the substrate. No activity of BchF or BchV with Zn-3V-[I,E]bacteriopheophorbide c, the 20-methylated derivative of Zn-3V-[I,E]bacteriopheophorbide d | Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| bacterial 3-vinyl hydratase | - |
Chlorobaculum tepidum |
| BchV | - |
Chlorobaculum tepidum |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 35 | - |
assay at | Chlorobaculum tepidum |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.8 | - |
assay at | Chlorobaculum tepidum |
General Information
| General Information | Comment | Organism |
|---|---|---|
| malfunction | further methylation at the 82- and 20-positions suppresses the in vitro hydration of the 3-vinyl group by the BchF/V hydratases | Chlorobaculum tepidum |
| physiological function | a chlorosome is a large and efficient light-harvesting antenna system found in some photosynthetic bacteria. This system comprises self-aggregates of bacteriochlorophyll (BChl) c, d, or e possessing a chiral 1-hydroxyethyl group at the 3-position, which plays a key role in the formation of the supramolecule. Biosynthesis of chlorosomal pigments involves stereoselective conversion of 3-vinyl group to 3-(1-hydroxyethyl) group facilitated by a 3-vinyl hydratase. This 3-vinyl hydration also occurs in BChl a biosynthesis, followed by oxidation that introduces an acetyl group at the 3-position catalyzed by 3-vinyl hydratases. Analysis of the biosynthetic pathway of BChl a and other chlorosomal pigments considering the substrate specificity and stereoselectivity, and comparisons of by 3-vinyl hydratases derived from green sulfur bacteria, overview. The green sulfur bacterium Chlorobaculum tepidum synthesizes three types of chlorophyllous pigments: Chl aPD (Chl a esterified with DELTA2,6-phytadienol), BChl a, and BChl c. The core part of chlorosomes in Chlorobaculum tepidum consists of self-aggregates of BChl c molecules, which are a mixture of 31R/S-epimers as well as a mixture of 82-and 121-methylated homologues. In the cells, the chiral 31-carbon of BChl c species possessing the 8-ethyl group, 8-ethyl-12-methyl-([E,M]), and 8,12-diethyl-([E,E])BChls c, exclusively shows R-stereochemistry. The single 82-methylated species, 8-propyl-12-ethyl-([P,E])BChl c, is a 9:1 mixture of 31R- and 31S-epimers, and BChl c species with one more 82-methylation, 8-isobutyl-12-ethyl-([I,E])BChl c, predominantly produces a 31S-epimer. Both BchF and BchV can hydrate the 3-vinyl group of Chlide a as a substrate of the hydratases in the BChl a biosynthetic pathway | Chlorobaculum tepidum |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
