KEGG PATHWAY: rn00860

KEGG

PATHWAY: rn00860

Entry

rn00860 Pathway

Name

Porphyrin and chlorophyll metabolism

Class

Metabolism; Metabolism of cofactors and vitamins

Pathway map

Porphyrin and chlorophyll metabolism

Module

Heme biosynthesis, plants and bacteria, glutamate => heme [PATH:rn00860]

Cobalamin biosynthesis, cobyrinate a,c-diamide => cobalamin [PATH:rn00860]

Coenzyme F430 biosynthesis, sirohydrochlorin => coenzyme F430 [PATH:rn00860]

Siroheme biosynthesis, glutamyl-tRNA => siroheme [PATH:rn00860]

Heme biosynthesis, archaea, siroheme => heme [PATH:rn00860]

Heme biosynthesis, animals and fungi, glycine => heme [PATH:rn00860]

Cobalamin biosynthesis, anaerobic, uroporphyrinogen III => sirohydrochlorin => cobyrinate a,c-diamide [PATH:rn00860]

Cobalamin biosynthesis, aerobic, uroporphyrinogen III => precorrin 2 => cobyrinate a,c-diamide [PATH:rn00860]

Heme biosynthesis, bacteria, glutamyl-tRNA => coproporphyrin III => heme [PATH:rn00860]

Other DBs

GO:

Reaction

5-aminolevulinate hydro-lyase (adding 5-aminolevulinate and cyclizing; porphobilinogen-forming)

D-urobilinogen:oxygen oxidoreductase

Fe(II):oxygen oxidoreductase

porphobilinogen:(4-[2-carboxyethyl]-3-[carboxymethyl]pyrrol-2-yl)methyltransferase (hydrolysing)

cob(I)alamin:NAD+ oxidoreductase

protoheme ferro-lyase (protoporphyrin-forming)

protoheme,NADPH---hemoprotein reductase:oxygen oxidoreductase (alpha-methene-oxidizing, hydroxylating)

succinyl-CoA:glycine C-succinyltransferase (decarboxylating)

ATP:cob(I)alamin Co-beta-adenosyltransferase

5-Aminolevulinate:pyruvate aminotransferase

(S)-4-Amino-5-oxopentanoate 4,5-aminomutase

UDPglucuronate beta-D-glucuronosyltransferase(acceptor-unspecific)

Bilirubin:NAD+ oxidoreductase

Bilirubin:NADP+ oxidoreductase

Bilirubin:oxygen oxidoreductase

Cytochrome c apocytochrome-c-lyase

S-Adenosyl-L-methionine:uroporphyrin-III C-methyltransferase

NADPH:cyanocob(III)alamin oxidoreductase (cyanide-eliminating)

Hydroxymethylbilane hydro-lyase(cyclizing)

S-adenosyl-L-methionine:uroporphyrinogen-III C-methyltransferase

Uroporphyrinogen-III carboxy-lyase

Coproporphyrinogen:oxygen oxidoreductase(decarboxylating)

protoporphyrinogen-IX:oxygen oxidoreductase

(3Z)-phytochromobilin:ferredoxin oxidoreductase

Chlorophyllide-a:NADP+ 7,8-oxidoreductase

Magnesium-protoporphyrin IX chelatase

S-Adenosyl-L-methionine:uroporphyrin-III C-methyltransferase

S-adenosyl-L-methionine:precorrin-4 C20-methyltransferase

L-glutamate-semialdehyde: NADP+ oxidoreductase(L-glutamyl-tRNA(Glu)-forming)

Transferrin[Fe(II)]2:NAD+ oxidoreductase

Nicotinate-nucleotide:dimethylbenzimidazole phospho-D-ribosyltransferase

coproporphyrinogen-III:oxygen oxidoreductase (coproporphyrin-forming)

S-adenosyl-L-methionine:magnesium-protoporphyrin-IX O-methyltransferase

Uroporphyrinogen I carboxy-lyase

Bilirubin beta-diglucuronide glucuronosohydrolase

S-Adenosyl-L-methionine:1-precorrin-6Y C5,15-methyltransferase (C-12-decarboxylating)

precorrin-6Y:NADP+ oxidoreductase

precorrin 8X 11,12-methylmutase

S-adenosyl-L-methionine:precorrin-3B C17-methyltransferase

S-adenosyl-L-methionine:precorrin-4 C11 methyltransferase

precorrin-3A,NADH:oxygen oxidoreductase (20-hydroxylating)

cob(II)yrinic acid-a,c-diamide:FMN oxidoreductase

ATP:cob(I)yrinic acid-a,c-diamide Cobeta-adenosyltransferase

GTP:adenosylcobinamide-phosphate guanylyltransferase

adenosylcobinamide amidohydrolase

hydrogenobyrinic-acid-a,c-diamide:cobalt cobalt-ligase (ADP-forming)

L-glutamate:tRNA(Glu) ligase (AMP-forming)

chlorophyll chlorophyllidohydrolase

sirohydrochlorin cobalt-lyase

S-adenosyl-L-methionine:cobalt-factor-II C20-methyltransferase

cobalt-precorrin-4 methyltransferase

cobalt-precorrin-6B:NAD+ oxidoreductase

precorrin-8 11,12-methylmutase

cobyrinate:L-glutamine amido-ligase (ADP-forming)

(3Z)-phycocyanobilin:ferredoxin oxidoreductase

15,16-dihydrobiliverdin:ferredoxin oxidoreductase

(3Z)-phycoerythrobilin:ferredoxin oxidoreductase

magnesium-protoporphyrin-IX 13-monomethyl ester,NADPH:oxygen oxidoreductase (hydroxylating)

magnesium-protoporphyrin-IX 13-monomethyl ester,NADPH:oxygen oxidoreductase (hydroxylating)

magnesium-protoporphyrin-IX 13-monomethyl ester,NADPH:oxygen oxidoreductase (hydroxylating)

magnesium-protoporphyrin-IX 13-monomethyl ester,S-adenosyl-L-methionine:H2O oxidoreductase (hydroxylating)

magnesium-protoporphyrin-IX 13-monomethyl ester,S-adenosyl-L-methionine:H2O oxidoreductase (hydroxylating)

magnesium-protoporphyrin-IX 13-monomethyl ester,S-adenosyl-L-methionine:H2O oxidoreductase (hydroxylating)

chlorophyllide-a:NADP+ oxidoreductase

ATP-dependent ferredoxin:protochlorophyllide-a 7,8-oxidoreductase

chlorophyllide-a:phytyl-diphosphate phytyltransferase

chlorophyllide-a:NADP+ 7,8-oxidoreductase

adenosylcobyric acid:(R)-1-aminopropan-2-yl phosphate ligase

L-threonine-O-3-phosphate carboxy-lyase

ATP:L-threonine O-phosphotransferase

coproporphyrinogen-III:S-adenosyl-L-methionine oxidoreductase(decarboxylating)

chlorophyllide-a:NADP+ oxidoreductase

ATP:cobinamide Cobeta-adenosyltransferase

adenosylcobyric acid:(R)-1-aminopropan-2-ol ligase (ADP-forming)

(2E,6E)-farnesyl-diphosphate:protoheme IX farnesyltranstransferase

ferroheme o:acceptor C-81-oxidoreductase (heme a-forming)

cobalt-precorrin 5A acylhydrolase

S-adenosyl-L-methionine:cobalt-precorrin-5B (C1)-methyltransferase

S-adenosyl-L-methionine:cobalt-precorrin-6B C15-methyltransferase (C12-decarboxylating)

S-adenosyl-L-methionine:cobalt-precorrin-7 C5-methyltransferase

chlorophyllide-a,NADPH:oxygen 7(1)-oxidoreductase (hydroxylating)

7(1)-hydroxychlorophyllide-a,NADPH:oxygen 7(1)-oxidoreductase

chlorophyll-a magnesium-lyase (pheophytin-a-forming)

cobalt-precorrin 3 dehydrogenase

7(1)-hydroxychlorophyllide-a:NAD+ oxidoreductase

7(1)-hydroxychlorophyllide-a:NADP+ oxidoreductase

pheophorbide-a,ferredoxin:oxygen oxidoreductase (biladiene-forming)

pheophorbide-a hydrolase (decarboxylating)

primary fluorescent chlorophyll catabolite:ferredoxin oxidoreductase

chlorophyllide magnesium-lyase (pheophorbide-forming)

3-vinylbacteriochlorophyllide a:ferredoxin 7,8-oxidoreductase

3-hydroxyethylbacteriochlorophyllide-a hydro-lyase (3-vinylbacteriochlorophyllide-a-forming)

3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide-a:NAD+ oxidoreductase (bacteriochlorophyllide a-forming)

3-hydroxyethylchlorophyllide-a hydro-lyase (chlorophyllide-a-forming)

3-hydroxyethylbacteriochlorophyllide-a:ferredoxin oxidoreductase

chlorophyllide-a hydrolase

S-adenosyl-L-methionine:bacteriochlorophyllide-d C20-methyltransferase

trans,trans-farnesyl-diphosphate:bacteriochlorophyllide-c farnesyltransferase

trans,trans-farnesyl-diphosphate:bacteriochlorophyllide-d farnesyltransferase

chlorophyllide-b:phytyl-diphosphate phytyltransferase

chlorophyll chlorophyllidohydrolase

7(1)-hydroxychlorophyll-a:NAD+ oxidoreductase

7(1)-hydroxychlorophyll-a:NADP+ oxidoreductase

7(1)-hydroxychlorophyll a:ferredoxin oxidoreductase

protoporphyrinogen IX:quinone oxidoreductase

(3Z)-phycoerythrobilin:ferredoxin oxidoreductase (from biliverdin IXalpha)

protoheme,hydrogen-donor:oxygen oxidoreductase (delta-methene-oxidizing, hydroxylating)

bacteriochlorophyll a:NADP+ oxidoreductase (geranylgeranyl-reducing)

Fe-coproporphyrin-III ferro-lyase (coproporphyrin-III-forming)

S-adenosyl-L-methionine:8-ethyl-12-methyl-3-vinylbacteriochlorophyllide-d C-12(1)-methyltransferase

S-adenosyl-L-methionine:8,12-diethyl-3-vinylbacteriochlorophyllide-d C-8(2)-methyltransferase

S-adenosyl-L-methionine:12-ethyl-8-propyl-3-vinylbacteriochlorophyllide d C-8(2)-methyltransferase

geranylgeranyl-diphosphate:bacteriochlorophyllide-a geranylgeranytransferase

geranylgeranyl-diphosphate:bacteriochlorophyllide-b geranylgeranytransferase

bacteriochlorophyll-b:NADP+ oxidoreductase (geranylgeranyl-reducing)

protochlorophyllide-a:ferredoxin C-8(1)-oxidoreductase

Fe-coproporphyrin III:hydrogen peroxide oxidoreductase (decarboxylating)

protoheme,reduced ferredoxin:oxygen oxidoreductase (alpha-methene-oxidizing, hydroxylating)

S-adenosyl-L-methionine:cobalt-factor III 17-methyltransferase (ring contracting)

Ni-sirohydrochlorin nickel-lyase (sirohydrochlorin-forming)

Ni-sirohydrochlorin:L-glutamine amido-ligase (ADP-forming)

Ni-sirohydrochlorin a,c-diamide reductive cyclo-ligase (ADP-forming)

15,17(3)-seco-F430-17(3)-acid cyclo-ligase (ADP-forming)

bacteriochlorophyllide-c:S-adenosyl-L-methionine oxidoreductase (C-7(1)-hydroxylating)

protoheme,donor:oxygen oxidoreductase (biliverdin-IX-delta-forming)

protoheme,donor:oxygen oxidoreductase (biliverdin-IX-beta-forming)

siroheme carboxy-lyase

Fe-coproporphyrin III:S-adenosyl-L-methionine oxidoreductase (decarboxylating)

ATP:Cob(II)yrinate diamide Cobeta-adenosyltransferase

Compound

L-Glutamate

Heme

Glycine

L-Threonine

Cobamide coenzyme

5-Aminolevulinate

Bilirubin

Biliverdin

Cytochrome c

Cob(II)alamin

Siroheme

Cob(I)alamin

Porphobilinogen

Aquacob(III)alamin

Hydroxymethylbilane

Uroporphyrinogen III

Protoporphyrinogen IX

Hemoglobin

Chlorophyllide

Protoporphyrin

Precorrin 2

Uroporphyrin III

4,5-Dioxopentanoate

Cyanocobalamin

Protochlorophyllide

L-Glutamyl-tRNA(Glu)

Transferrin[Fe(II)]2

Dimethylbenzimidazole

Transferrin[Fe(III)]2

(R)-1-Aminopropan-2-ol

Coproporphyrinogen III

Magnesium protoporphyrin

(S)-4-Amino-5-oxopentanoate

D-1-Aminopropan-2-ol O-phosphate

Magnesium protoporphyrin monomethyl ester

N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole

Chlorophyll a

Chlorophyll b

Uroporphyrinogen I

Uroporphyrin I

Coproporphyrinogen I

Coproporphyrin I

Coproporphyrin III

Precorrin 3A

Cobyrinate

Cobinamide

alpha-Ribazole

Coenzyme F430

Sirohydrochlorin

Apoferritin

Apotransferrin

Oxyhemoglobin

Myoglobin

Cytochrome a

Catalase

Peroxidase

(3Z)-Phycocyanobilin

Bilirubin beta-diglucuronide

L-Urobilinogen

I-Urobilinogen

D-Urobilinogen

L-Urobilin

Urobilin

D-Urobilin

Pheophytin a

Bacteriopheophytin

(3Z)-Phycoerythrobilin

(3Z)-Phytochromobilin

Precorrin 6Y

Precorrin 6X

Hydrogenobyrinate

Precorrin 3B

Precorrin 4

Precorrin 8X

Precorrin 5

Hydrogenobyrinate a,c diamide

Cob(II)yrinate a,c diamide

Cob(I)yrinate a,c diamide

Adenosyl cobyrinate a,c diamide

Adenosyl cobyrinate hexaamide

Adenosyl cobinamide

Adenosyl cobinamide phosphate

Adenosine-GDP-cobinamide

Bacteriochlorophyll a

Bacteriochlorophyll b

Cobalt-sirohydrochlorin

Cobalt-precorrin 3

Cobalt-precorrin 4

Cobalt-precorrin 6

Cobalt-dihydro-precorrin 6

Cobalt-precorrin 8

15,16-Dihydrobiliverdin

13(1)-Hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester

13(1)-Oxo-magnesium-protoporphyrin IX 13-monomethyl ester

Divinylprotochlorophyllide

Divinyl chlorophyllide a

Divinylchlorophyll a

Zn-Bacteriochlorophyll a

L-Threonine O-3-phosphate

Fe2+

Fe3+

Heme A

Heme O

Cobalt-precorrin 5A

Cobalt-precorrin 5B

Cobalt-precorrin 7

7(1)-Hydroxychlorophyllide a

Chlorophyllide b

Cobalt-factor III

Pheophorbide a

Red chlorophyll catabolite

Pyropheophorbide a

Primary fluorescent chlorophyll catabolite

7(1)-Hydroxychlorophyll a

3-Vinylbacteriochlorophyllide a

3-Hydroxyethylbacteriochlorophyllide a

3-Hydroxyethylchlorophyllide a

Bacteriochlorophyllide a

Bacteriochlorophyllide b

8-Ethyl-12-methyl-3-vinylbacteriochlorophyllide d

Bacteriochlorophyllide d

Bacteriochlorophyllide c

Bacteriochlorophyll d

Bacteriochlorophyll c

5-Oxo-delta-bilirubin

Geranylgeranyl bacteriochlorophyllide a

Fe-coproporphyrin III

8,12-Diethyl-3-vinylbacteriochlorophyllide d

12-Ethyl-8-propyl-3-vinylbacteriochlorophyllide d

12-Ethyl-8-isobutyl-3-vinylbacteriochlorophyllide d

8-Ethyl-12-methylbacteriochlorophyllide d

8,12-Diethylbacteriochlorophyllide d

12-Ethyl-8-propylbacteriochlorophyllide d

12-Ethyl-8-isobutylbacteriochlorophyllide d

Geranylgeranyl bacteriochlorophyllide b

Nickel-sirohydrochlorin

Nickel-sirohydrochlorin a,c-diamide

15,17(3)-Seco-F430-17(3)-acid

Bacteriochlorophyllide e

Biliverdin-IX-delta

Biliverdin-IX-beta

12,18-Didecarboxysiroheme

Reference

Authors

Woodcock SC, Raux E, Levillayer F, Thermes C, Rambach A, Warren MJ.

Title

Effect of mutations in the transmethylase and dehydrogenase/chelatase domains of sirohaem synthase (CysG) on sirohaem and cobalamin biosynthesis.

Journal

Biochem J 330:121-9 (1998)
DOI:10.1042/bj3300121

Reference

Authors

Johansson P, Hederstedt L

Title

Organization of genes for tetrapyrrole biosynthesis in gram--positive bacteria.

Journal

Microbiology 145 ( Pt 3):529-38 (1999)
DOI:10.1099/13500872-145-3-529

Reference

Authors

Maggio-Hall LA, Escalante-Semerena JC.

Title

In vitro synthesis of the nucleotide loop of cobalamin by Salmonella typhimurium enzymes.

Journal

Proc Natl Acad Sci USA 96:11798-803 (1999)
DOI:10.1073/pnas.96.21.11798

Reference

Authors

Roper JM, Raux E, Brindley AA, Schubert HL, Gharbia SE, Shah HN, Warren MJ.

Title

The enigma of cobalamin (Vitamin B12) biosynthesis in Porphyromonas gingivalis. Identification and characterization of a functional corrin pathway.

Journal

J Biol Chem 275:40316-23 (2000)
DOI:10.1074/jbc.M007146200

Reference

Authors

Scott AI, Roessner CA.

Title

Biosynthesis of cobalamin (vitamin B(12)).

Journal

Biochem Soc Trans 30:613-20 (2002)
DOI:10.1042/bst0300613

Reference

Authors

Warren MJ, Raux E, Schubert HL, Escalante-Semerena JC.

Title

The biosynthesis of adenosylcobalamin (vitamin B12).

Journal

Nat Prod Rep 19:390-412 (2002)
DOI:10.1039/b108967f

Reference

Authors

Roessner CA, Huang KX, Warren MJ, Raux E, Scott AI.

Title

Isolation and characterization of 14 additional genes specifying the anaerobic biosynthesis of cobalamin (vitamin B12) in Propionibacterium freudenreichii (P. shermanii).

Journal

Microbiology 148:1845-53 (2002)
DOI:10.1099/00221287-148-6-1845

Reference

Authors

Frankenberg N, Mukougawa K, Kohchi T, Lagarias JC.

Title

Functional genomic analysis of the HY2 family of ferredoxin-dependent bilin reductases from oxygenic photosynthetic organisms.

Journal

Plant Cell 13:965-78 (2001)
DOI:10.1105/tpc.13.4.965

Reference

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

Reference

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

Reference

Authors

Deery E, Schroeder S, Lawrence AD, Taylor SL, Seyedarabi A, Waterman J, Wilson KS, Brown D, Geeves MA, Howard MJ, Pickersgill RW, Warren MJ

Title

An enzyme-trap approach allows isolation of intermediates in cobalamin biosynthesis.

Journal

Nat Chem Biol 8:933-40 (2012)
DOI:10.1038/nchembio.1086

Reference

Authors

Moore SJ, Lawrence AD, Biedendieck R, Deery E, Frank S, Howard MJ, Rigby SE, Warren MJ

Title

Elucidation of the anaerobic pathway for the corrin component of cobalamin (vitamin B12).

Journal

Proc Natl Acad Sci U S A 110:14906-11 (2013)
DOI:10.1073/pnas.1308098110

Related
pathway

Alanine, aspartate and glutamate metabolism

Glycine, serine and threonine metabolism

Riboflavin metabolism

KO pathway

All links

Chemical reaction (250)   
   KEGG REACTION (167)   
   KEGG RCLASS (83)   
All databases (250)   

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