KEGG ORTHOLOGY: K13603

ORTHOLOGY: K13603

Entry

K13603                      KO

Symbol

bchV

Name

3-vinyl bacteriochlorophyllide hydratase [EC:4.2.1.169]

Pathway

map00860

Porphyrin metabolism

map01110

Biosynthesis of secondary metabolites

Reaction

R11510

R11511

R11512

R11513

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00860 Porphyrin metabolism
    K13603  bchV; 3-vinyl bacteriochlorophyllide hydratase
Enzymes [BR:ko01000]
4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.1  Hydro-lyases
    4.2.1.169  3-vinyl bacteriochlorophyllide d 31-hydratase
     K13603  bchV; 3-vinyl bacteriochlorophyllide hydratase

Genes

CTE:

CT1776

CPC:

Cpar_0430

CLZ:	BIU88_02085 BIU88_11020

CCH:

Cag_1644

CPH:	Cpha266_0198 Cpha266_2005

CPB:	Cphamn1_0268

CLI:

Clim_1974

PVI:

Cvib_0370

PLT:

Plut_0408

PPH:	Ppha_2338 Ppha_2749

PAA:

Paes_1805

PROC:

Ptc2401_00214 Ptc2401_01902

PRS:	B9H02_09070

PROS:

CHL67_01210(bchF)

PROW:

OO006_13045(bchF)

PROI:

OO005_12015(bchF)

CTS:

Ctha_2718

» show all

Reference

PMID:16245042

Authors

Frigaard NU, Chew AG, Li H, Maresca JA, Bryant DA

Title

Chlorobium tepidum: insights into the structure, physiology, and metabolism of a green sulfur bacterium derived from the complete genome sequence.

Journal

Photosynth Res 78:93-117 (2003)
DOI:10.1023/B:PRES.0000004310.96189.b4

Sequence

[cte:CT1776]

Reference

PMID:17506685

Authors

Chew AG, Bryant DA

Title

Chlorophyll biosynthesis in bacteria: the origins of structural and functional diversity.

Journal

Annu Rev Microbiol 61:113-29 (2007)
DOI:10.1146/annurev.micro.61.080706.093242

LinkDB

ENZYME: 4.2.1.169

Entry

EC 4.2.1.169                Enzyme

Name

3-vinyl bacteriochlorophyllide d 31-hydratase;
bchV (gene name)

Class

Lyases;
Carbon-oxygen lyases;
Hydro-lyases

Sysname

3-vinylbacteriochlorophyllide-d 31-hydro-lyase

Reaction(IUBMB)

a 3-(1-hydroxyethyl) bacteriochlorophyllide d = a 3-vinyl bacteriochlorophyllide d + H2O [RN:R11506]

Reaction(KEGG)

R11506 > R11510 R11511 R11512 R11513

Substrate

3-(1-hydroxyethyl) bacteriochlorophyllide d

Product

3-vinyl bacteriochlorophyllide d [CPD:C21426];
H2O [CPD:C00001]

Comment

This enzyme, found in green sulfur bacteria (Chlorobiaceae) and green flimentous bacteria (Chloroflexaceae), is involved in the biosynthesis of bacteriochlorophylls c, d and e. It acts in the direction of hydration, and the hydroxyl group that is formed is essential for the ability of the resulting bacteriochlorophylls to self-aggregate in the chlorosomes, unique light-harvesting antenna structures found in these organisms. The product is formed preferentially in the (R)-configuration.

History

EC 4.2.1.169 created 2016

Pathway

ec00860

Porphyrin metabolism

ec01110

Biosynthesis of secondary metabolites

Orthology

K13603

3-vinyl bacteriochlorophyllide hydratase

Genes

CTE:

CT1776

CPC:

Cpar_0430

CLZ:	BIU88_02085 BIU88_11020

CCH:

Cag_1644

CPH:	Cpha266_0198 Cpha266_2005

CPB:	Cphamn1_0268

CLI:

Clim_1974

PVI:

Cvib_0370

PLT:

Plut_0408

PPH:	Ppha_2338 Ppha_2749

PAA:

Paes_1805

PROC:

Ptc2401_00214 Ptc2401_01902

PRS:	B9H02_09070

PROS:

CHL67_01210(bchF)

PROW:

OO006_13045(bchF)

PROI:

OO005_12015(bchF)

CTS:

Ctha_2718

» show all

Reference

1 [PMID:16245042]

Authors

Frigaard NU, Chew AG, Li H, Maresca JA, Bryant DA

Title

Chlorobium tepidum: insights into the structure, physiology, and metabolism of a green sulfur bacterium derived from the complete genome sequence.

Journal

Photosynth Res 78:93-117 (2003)
DOI:10.1023/B:PRES.0000004310.96189.b4

Sequence

[cte:CT1776]

Reference

2 [PMID:26331578]

Authors

Harada J, Teramura M, Mizoguchi T, Tsukatani Y, Yamamoto K, Tamiaki H

Title

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.

Journal

Mol Microbiol 98:1184-98 (2015)
DOI:10.1111/mmi.13208

Sequence

[cte:CT1776]

Other DBs

ExplorEnz - The Enzyme Database:

4.2.1.169

IUBMB Enzyme Nomenclature:

4.2.1.169

ExPASy - ENZYME nomenclature database:

4.2.1.169

BRENDA, the Enzyme Database:

4.2.1.169

LinkDB

REACTION: R11512

Entry

R11512                      Reaction

Definition

12-Ethyl-8-propyl-3-vinylbacteriochlorophyllide d + H2O <=> 12-Ethyl-8-propylbacteriochlorophyllide d

Equation

C21428 + C00001 <=> C21433

Reaction class

RC02412

C21428_C21433

Enzyme

4.2.1.169

Pathway

rn00860

Porphyrin metabolism

rn01110

Biosynthesis of secondary metabolites

Brite

Enzymatic reactions [BR:br08201]
4. Lyase reactions
  4.2  Carbon-oxygen lyases
   4.2.1  Hydro-lyases
    4.2.1.169
     R11512  12-Ethyl-8-propyl-3-vinylbacteriochlorophyllide d + H2O <=> 12-Ethyl-8-propylbacteriochlorophyllide d
IUBMB reaction hierarchy [BR:br08202]
4. Lyase reactions
  4.2.1.169
   R11506  Bacteriochlorophyllide d <=> 3-Vinyl bacteriochlorophyllide d
    R11512  12-Ethyl-8-propylbacteriochlorophyllide d <=> 12-Ethyl-8-propyl-3-vinylbacteriochlorophyllide d

Orthology

K13603

3-vinyl bacteriochlorophyllide hydratase [EC:4.2.1.169]

LinkDB

DBGET integrated database retrieval system