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Literature summary for 4.2.1.165 extracted from

  • Teramura, M.; Harada, J.; Tamiaki, H.
    In vitro stereospecific hydration activities of the 3-vinyl group of chlorophyll derivatives by BchF and BchV enzymes involved in bacteriochlorophyll c biosynthesis of green sulfur bacteria (2016), Photosynth. Res., 130, 33-45 .
    View publication on PubMed
Search for more literature for 4.2.1.165

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane
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 Chlorobaculum tepidum 16020
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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
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 3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a
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 ?
chlorophyllide a + H2O Chlorobaculum tepidum
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 3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a
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 ?

Organism

Organism UniProt Comment Textmining
Chlorobaculum tepidum Q8KBL0
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-deacetyl-3-vinyl-bacteriochlorophyllide a + H2O
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 Chlorobaculum tepidum 3-deacetyl-3-(1-hydroxyethyl)-bacteriochlorophyllide a
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 ?
chlorophyllide a + H2O
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 Chlorobaculum tepidum 3-devinyl-3-(1-hydroxyethyl)-chlorophyllide a
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 ?
additional information the secondary alcoholic hydroxy group is requisite for chlorosomal aggregation and biosynthesized by hydrating the 3-vinyl group of their precursors through chlorophyllide a 31-hydratase and 3-vinyl bacteriochlorophyllide d 31-hydratase. The enzyme catalyzes stereoselective hydration of zinc 3-vinyl-8-ethyl-12-methyl-bacteriopheophorbide c to the zinc (31R)-bacteriopheophorbide c homologue, with a slight amount of the (31S)-epimeric species. R-stereoselectivity is observed in the BchF-hydration of zinc 3-vinyl-8-ethyl-12-ethyl-bacteriopheophorbides c. The wild-type strain gives almost exclusively (31R)-epimers of 8-ethyl-12-methyl-(R[E,M]BChl c) and 8,12-diethyl-BChl c (R[E,E]BChl c), approximately 90% (31R)- and 10% (31S)-epimers of 8-propyl-12-ethyl-BChl c (R[P,E]BChl c and S[P,E]BChl c), and entirely 31S-epimer of 8-isobutyl-12-ethyl-BChl c (S[I,E]BChl c), 4% 31S-epimers in the total amount of BChl c homologues Chlorobaculum tepidum ?
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Synonyms

Synonyms Comment Organism
31-hydratase
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 Chlorobaculum tepidum
bchF
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 Chlorobaculum tepidum

General Information

General Information Comment Organism
malfunction deletion of bchF gene affects the composition of 31R/S-epimers in composite BChls c: the bchF-deleted mutant has nearly 100% R-stereochemistry in [E,M]- and [E,E]BChl c, 9-12% S-stereochemistry in [P,E]BChl c, and nearly 100% S-stereochemistry in [I,E]BChl c Chlorobaculum tepidum
metabolism enzyme involvement in the biosynthetic pathways of BChl c homologues and epimers, overview Chlorobaculum tepidum
physiological function the photosynthetic green sulfur bacterium Chlorobaculum tepidum produces bacteriochlorophyll (BChl) c pigments bearing a chiral 1-hydroxyethyl group at the 3-position, which self-aggregate to construct main light-harvesting antenna complexes, chlorosomes. Chlorobaculum tepidum grown under a low limited light intensity increases the S-epimeric BChls c (6% of the total amount) and bathochromically shifts the red-most (Qy) absorption band of chlorosomal BChl c self-aggregates, which improves the efficiency of the excited energy transfer to an acceptor in chlorosomal envelopmental proteins. The enhancement of the S-epimers is explained by the fact that the transcriptional level of bchV gene is upregulated under low light conditions Chlorobaculum tepidum