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Literature summary for 4.2.1.169 extracted from

  • Harada, J.; Teramura, M.; Mizoguchi, T.; Tsukatani, Y.; Yamamoto, K.; Tamiaki, H.
    Stereochemical conversion of C3-vinyl group to 1-hydroxyethyl group in bacteriochlorophyll c by the hydratases BchF and BchV adaptation of green sulfur bacteria to limited-light environments (2015), Mol. Microbiol., 98, 1184-1198 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene bchV, phylogenetic analysis, recombinant expression in Escherichia coli strain Bl21(DE3), quantitative RT-PCR expression analysis Chlorobaculum tepidum

Protein Variants

Protein Variants Comment Organism
additional information bchV deletion mutant, mutant phenotype with altered pigment biosynthesis, detailed overview Chlorobaculum tepidum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3-vinyl bacteriochlorophyllide a + H2O Chlorobaculum tepidum
-
(31RS)-3-(1-hydroxyethyl) bacteriochlorophyllide a
-
?
3-vinyl bacteriochlorophyllide a + H2O Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS
-
(31RS)-3-(1-hydroxyethyl) bacteriochlorophyllide a
-
?
3-vinyl bacteriochlorophyllide c + H2O Chlorobaculum tepidum low activity (31S)-3-(1-hydroxyethyl) bacteriochlorophyllide c
-
?
3-vinyl bacteriochlorophyllide c + H2O Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS low activity (31S)-3-(1-hydroxyethyl) bacteriochlorophyllide c
-
?
3-vinyl bacteriochlorophyllide d + H2O Chlorobaculum tepidum high activity, the enzyme converts [E,M], [E,E], [P,E], and [E,I] variants, the [E,E] and [P,E] variants are preferred substrates, stereochemistry, overview (3RS)-3-(1-hydroxyethyl) bacteriochlorophyllide d
-
?
3-vinyl-8,12-diethyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum
-
(31R)-(1-hydroxyethyl)-8,12-diethyl-bacteriochlorophyllide d
-
?
3-vinyl-8,12-diethyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS
-
(31R)-(1-hydroxyethyl)-8,12-diethyl-bacteriochlorophyllide d
-
?
3-vinyl-8-ethyl-12-methyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum
-
(31R)-(1-hydroxyethyl)-8-ethyl-12-methyl-bacteriochlorophyllide d
-
?
3-vinyl-8-ethyl-12-methyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS
-
(31R)-(1-hydroxyethyl)-8-ethyl-12-methyl-bacteriochlorophyllide d
-
?
3-vinyl-8-isobutyl-12-ethyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum
-
(31RS)3-(1-hydroxyethyl) bacteriochlorophyllide d
-
?
3-vinyl-8-propyl-12-ethyl-bacteriochlorophyllide d + H2O Chlorobaculum tepidum
-
(3RS)3-(1-hydroxyethyl)-8-propyl-12-ethyl-bacteriochlorophyllide d
-
?

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.
3-vinyl bacteriochlorophyllide a + H2O
-
Chlorobaculum tepidum (31RS)-3-(1-hydroxyethyl) bacteriochlorophyllide a
-
?
3-vinyl bacteriochlorophyllide a + H2O
-
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS (31RS)-3-(1-hydroxyethyl) bacteriochlorophyllide a
-
?
3-vinyl bacteriochlorophyllide c + H2O low activity Chlorobaculum tepidum (31S)-3-(1-hydroxyethyl) bacteriochlorophyllide c
-
?
3-vinyl bacteriochlorophyllide c + H2O low activity Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS (31S)-3-(1-hydroxyethyl) bacteriochlorophyllide c
-
?
3-vinyl bacteriochlorophyllide d + H2O high activity, the enzyme converts [E,M], [E,E], [P,E], and [E,I] variants, the [E,E] and [P,E] variants are preferred substrates, stereochemistry, overview Chlorobaculum tepidum (3RS)-3-(1-hydroxyethyl) bacteriochlorophyllide d
-
?
3-vinyl-8,12-diethyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum (31R)-(1-hydroxyethyl)-8,12-diethyl-bacteriochlorophyllide d
-
?
3-vinyl-8,12-diethyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS (31R)-(1-hydroxyethyl)-8,12-diethyl-bacteriochlorophyllide d
-
?
3-vinyl-8-ethyl-12-methyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum (31R)-(1-hydroxyethyl)-8-ethyl-12-methyl-bacteriochlorophyllide d
-
?
3-vinyl-8-ethyl-12-methyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS (31R)-(1-hydroxyethyl)-8-ethyl-12-methyl-bacteriochlorophyllide d
-
?
3-vinyl-8-isobutyl-12-ethyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum (31RS)3-(1-hydroxyethyl) bacteriochlorophyllide d
-
?
3-vinyl-8-propyl-12-ethyl-bacteriochlorophyllide d + H2O
-
Chlorobaculum tepidum (3RS)3-(1-hydroxyethyl)-8-propyl-12-ethyl-bacteriochlorophyllide d
-
?
additional information in vitro activity measurements with crude enzyme extract Chlorobaculum tepidum ?
-
?
additional information in vitro activity measurements with crude enzyme extract Chlorobaculum tepidum ATCC 49652 / DSM 12025 / NBRC 103806 / TLS ?
-
?

Synonyms

Synonyms Comment Organism
BchV
-
Chlorobaculum tepidum

Expression

Organism Comment Expression
Chlorobaculum tepidum transcriptional level of bchV is upregulated at lower light intensity, the Chlorobaculum tepidum adapts to low-light environments by control of the bchV transcription up

General Information

General Information Comment Organism
malfunction pigment analyses of the bchF-inactivated mutant, which still has BchV as a sole hydratase, show higher ratios of S-epimeric bacteriochlorophyll c than the wild-type strain, while the bchV-mutant possessing only BchF shows a significant decrease of the S-epimers and accumulations of C3-vinyl BChl c species Chlorobaculum tepidum
metabolism proposed biosynthetic pathways of bacteriochlorophyllides a and c focused on Chlorobaculum tepidum BchF- and BchV-catalyzed reactions, overview Chlorobaculum tepidum
physiological function photosynthetic green sulfur bacteria inhabit anaerobic environments with very low-light conditions. Stereochemical conversion of C3-vinyl group to 1-hydroxyethyl group in bacteriochlorophyll c by the hydratases BchF and BchV (EC 4.2.1.169) for adaptation of green sulfur bacteria to limited-light environments. The pigment possess a hydroxy group at the C31 position that produces a chiral center with R- or S-stereochemistry and the C31-hydroxy group serves as a connecting moiety for the self-aggregation. Transcriptional level of bchV is upregulated at lower light intensity, the Chlorobaculum tepidum adapts to low-light environments by control of the bchV transcription Chlorobaculum tepidum