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Ligand divinyl protochlorophyllide a

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for divinyl protochlorophyllide a

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Natural Substrate (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.33

divinyl protochlorophyllide a + NADPH = divinyl chlorophyllide a + NADP+

671845

-

1.3.1.75

3,8-divinyl protochlorophyllide a + NADPH + H+ = 3-vinyl-protochlorophyllide a + NADP+

746105

-

1.3.1.75

3,8-divinyl protochlorophyllide a + NADPH + H+ = protochlorophyllide a + NADP+

763382, 762685, 762912

-

1.3.1.75

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster

746260

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ + NADPH + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster + NADP+

745221

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster

746037

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + NADPH + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster + NADP+

744314, 744270

-

1.3.1.75

3 entries

1.3.7.13

3 entries

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.81

magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O

0

-

1.14.13.81

131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinylprotochlorophyllide + NADP+ + 2 H2O

0

-

1.14.13.81

magnesium-protoporphyrin IX monomethyl ester + NADPH + O2 = magnesium-divinyl-protochlorophyllide + NADP+ + H2O

0

-

1.14.13.81

magnesium-protoporphyrin monomethyl ester + NADPH + H+ + O2 = magnesium-divinyl-protochlorophyllide a + NADP+ + H2O

0

-

1.14.13.81

4 entries

1.21.98.3

magnesium-protoporphyrin IX 13-monomethyl ester + 3 S-adenosyl-L-methionine + H2O = 3,8-divinyl protochlorophyllide a + 3 5'-deoxyadenosine + 3 L-methionine

0

-

1.3.1.75

protochlorophyllide a + NADP+ = 3,8-divinyl protochlorophyllide a + NADPH + H+

0

-

1.3.7.13

protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster = 3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+

0

-

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.33

divinyl protochlorophyllide a + NADPH = divinyl chlorophyllide a + NADP+

671845

-

1.3.1.75

3,8-divinyl protochlorophyllide a + NADPH + H+ = 3-vinyl-protochlorophyllide a + NADP+

746105

-

1.3.1.75

3,8-divinyl protochlorophyllide a + NADPH + H+ = protochlorophyllide a + NADP+

763382, 762685, 762912

-

1.3.1.75

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster

746260

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ + NADPH + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster + NADP+

745221

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster

746037

-

1.3.7.13

3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + NADPH + H+ = protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster + NADP+

744314, 744270

-

1.3.1.75

3 entries

1.3.7.13

3 entries

Product in Enzyme-catalyzed Reactions (8 results)

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Show Product (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.81

magnesium-protoporphyrin IX 13-monomethyl ester + 3 NADPH + 3 H+ + 3 O2 = 3,8-divinyl protochlorophyllide a + 3 NADP+ + 5 H2O

0

-

1.14.13.81

131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinylprotochlorophyllide + NADP+ + 2 H2O

0, 636329

-

1.14.13.81

magnesium-protoporphyrin IX monomethyl ester + NADPH + O2 = magnesium-divinyl-protochlorophyllide + NADP+ + H2O

0

-

1.14.13.81

magnesium-protoporphyrin monomethyl ester + NADPH + H+ + O2 = magnesium-divinyl-protochlorophyllide a + NADP+ + H2O

0

-

1.21.98.3

131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + S-adenosyl-L-methionine = 3,8-divinyl protochlorophyllide a + 5'-deoxyadenosine + L-methionine

0

-

1.21.98.3

magnesium-protoporphyrin IX 13-monomethyl ester + 3 S-adenosyl-L-methionine + H2O = 3,8-divinyl protochlorophyllide a + 3 5'-deoxyadenosine + 3 L-methionine

0

-

1.14.13.81

4 entries

1.21.98.3

2 entries

1.3.1.75

protochlorophyllide a + NADP+ = 3,8-divinyl protochlorophyllide a + NADPH + H+

0

-

1.3.7.13

protochlorophyllide a + oxidized ferredoxin [iron-sulfur] cluster = 3,8-divinyl protochlorophyllide a + reduced ferredoxin [iron-sulfur] cluster + H+

0

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (3 results)

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Show Turnover Number (3 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.3.1.75

0.0071

-

dimeric enzyme (low salt condition, 150 mM NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

0.0074

-

dimeric enzyme (high salt condition, 1 M NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

0.66

-

oligomeric enzyme (low salt condition, 150 mM NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

3 entries

K_M Value (4 results)

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Show KM Value (4 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.3.1.33

0.00083

-

pH 7.5

671845

1.3.1.75

0.023

-

oligomeric enzyme (low salt condition, 150 mM NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

0.032

-

dimeric enzyme (low salt condition, 150 mM NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

0.035

-

dimeric enzyme (high salt condition, 1 M NaCl), at pH 8.0 and 25°C

763382

1.3.1.75

3 entries

References & Links

Literature References (11)

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Show Reference (11 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

636329

12226378

The chlorophyll biosynthetic enzyme Mg-protoporphyrin IX monomethyl ester (oxidative) cyclase. Characterization and partial purification from Chlamydomonas reinhardtii and Synechocystis sp. PCC 6803

1996

Bollivar, D.W.; Beale, S.I.

Plant Physiol.

112

105-114

671845

16274361

Spectroscopic and kinetic characterization of the light-dependent enzyme protochlorophyllide oxidoreductase (POR) using monovinyl and divinyl substrates

2006

Heyes, D.J.; Kruk, J.; Hunter, C.N.

Biochem. J.

394

243-248

744270

24942864

Elucidation of the preferred routes of C8-vinyl reduction in chlorophyll and bacteriochlorophyll biosynthesis

2014

Canniffe, D.P.; Chidgey, J.W.; Hunter, C.N.

Biochem. J.

462

433-440

744314

24151992

Characterization of BciB a ferredoxin-dependent 8-vinyl-protochlorophyllide reductase from the green sulfur bacterium Chloroherpeton thalassium

2013

Saunders, A.H.; Golbeck, J.H.; Bryant, D.A.

Biochemistry

52

8442-8451

745221

26903415

Two unrelated 8-vinyl reductases ensure production of mature chlorophylls in Acaryochloris marina

2016

Chen, G.E.; Hitchcock, A.; Jackson, P.J.; Chaudhuri, R.R.; Dickman, M.J.; Hunter, C.N.; Canniffe, D.P.

J. Bacteriol.

198

1393-1400

746037

24399236

Evolution of a new chlorophyll metabolic pathway driven by the dynamic changes in enzyme promiscuous activity

2014

Ito, H.; Tanaka, A.

Plant Cell Physiol.

55

593-603

746105

23154534

One divinyl reductase reduces the 8-vinyl groups in various intermediates of chlorophyll biosynthesis in a given higher plant species, but the isozyme differs between species

2013

Wang, P.; Wan, C.; Xu, Z.; Wang, P.; Wang, W.; Sun, C.; Ma, X.; Xiao, Y.; Zhu, J.; Gao, X.; Deng, X.

Plant Physiol.

161

521-534

746260

24586995

A tale of two reductases extending the bacteriochlorophyll biosynthetic pathway in E. coli

2014

Tikh, I.B.; Quin, M.B.; Schmidt-Dannert, C.

PLoS ONE

9

e89734

762685

33956163

Distribution and functional analysis of the two types of 8-vinyl reductase involved in chlorophyll biosynthesis in marine cyanobacteria

2021

Suehiro, H.; Tanaka, R.; Ito, H.

Arch. Microbiol.

203

3565-3575

762912

32180325

Chlorophyllide a oxidoreductase preferentially catalyzes 8-vinyl reduction over B-ring reduction of 8-vinyl chlorophyllide a in the late steps of bacteriochlorophyll biosynthesis

2020

Yamamoto, H.; Mizoguchi, T.; Tsukatani, Y.; Tamiaki, H.; Kurisu, G.; Fujita, Y.

ChemBioChem

21

1760-1766

763382

-

Rapid C8-vinyl reduction of divinyl-chlorophyllide a by BciA from Rhodobacter capsulatus

2018

Azai, C.; Kobayashi, M.; Mizoguchi, T.; Tamiaki, H.; Terauchi, K.; Tsukatani, Y.

J. Photochem. Photobiol. A

353

661-666

Links to other databases for divinyl protochlorophyllide a

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PubChem