II. Definitions

  1. Porphyrin
    1. Porphyrins are cyclic molecule composed of four pyrrole rings connected by methine bridges
    2. Porphyrins have a central mineral (e.g. iron in heme, cobalt in Vitamin B12, Magnesium in chlorophyll)
    3. Porphyrins vary by their side chains and central mineral
    4. Porphyrins are formed from the single pyrrol ringed molecule, Porphobilinogen
  2. Protoporphyrins
    1. Protoporphyrins are Porphyrins that have four methyl, two vinyl, and two propionic acid side chains attached to their pyrrole rings
  3. Protoporphyrin 9
    1. Protoporphyrin 9 occurs in heme, which is a the prosthetic group in Hemoglobin, myoglobin, and most cytochromes
    2. Protopoprphyrin 9 is activated when Protoporphyrinogen's methylene bridge is cleaved by the enzyme Protoporphyrinogen oxidase
  4. Heme
    1. hemoglobin.jpg
    2. Heme is a Protoporphyrin 9 based prosthetic group, with a central ferrous 2+ ion (iron)
    3. Heme in combination with globin Protein, forms Hemoglobin
    4. Heme is also the the prosthetic group for myoglobin and most cytochromes (combined with different globin Proteins)
      1. Unlike Hemoglobin which contains 4 polypeptide chains, myoglobin contains only 1 polypeptide chain
    5. While heme in Hemoglobin transports oxygen, the heme in cytochromes transport electrons (Electron Transport Chain)

III. Physiology: Heme Metabolism

  1. Hemoglobin breakdown occurs when Red Blood Cells are destroyed (e.g. in Spleen at the end of their roughly 120 day life cycle)
  2. Hemoglobin is converted into Biliverdin and ultimately into Bilirubin for excretion
  3. See Bilirubin

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Ontology: Heme (C0018966)

Definition (NCI_CRCH) A prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin.
Definition (NCI_NCI-GLOSS) The part of certain molecules that contains iron. The heme part of hemoglobin is the substance inside red blood cells that binds to oxygen in the lungs and carries it to the tissues.
Definition (MSH) The color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins.
Definition (CSP) iron-porphyrin complex that is the color-furnishing portion of hemoglobin; found free in tissues and as the prosthetic group in many hemeproteins.
Concepts Biologically Active Substance (T123) , Organic Chemical (T109)
MSH D006418
SnomedCT 57813001
English Ferroprotoporphyrin, Heme, Heme b, Protoheme, Ferrate(2-), (7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-N21,N22,N23,N24)-, dihydrogen, (SP-4-2)-, Haem, Protoheme IX, ferroheme, Heme [Chemical/Ingredient], haem, heme, Hemes, Reduced Hematin, Hematein, Benz(b)indeno(1,2-d)pyran-9(6h)-one, 6a,7-dihydro-3,4,6a,10-tetrahydroxy-, Hematin, Heme Group, HEME, HEMATEIN, Ferroheme, Haeme, Heme (substance), Reduced hematin, Hem
Swedish Hem
Czech hem
Finnish Hemi
Italian Protoeme IX, Eme b, Ferroprotoporfirina, Protoeme, Eme
Russian GEM, FERROPROTOPORFIRIN, PROTOGEM, ГЕМ, ПРОТОГЕМ, ФЕРРОПРОТОПОРФИРИН
Spanish Hemo, Protohemo, Hem (Hemoglobina), ferrohemo, ferroprotoporfirina, hematina reducida, hemo (sustancia), hemo, protohemo, Ferroprotoporfirina
French Ferroprotoporphyrine, Ferrohème, Hème, Protohème
Polish Żelazoporfiryna, Hem
Japanese フェロプロトポルフィリン, ヘム, プロトヘム
German Ferroprotoporphyrin, Häm, Protohäm
Portuguese Ferroprotoporfirina, Heme, Protoheme

Ontology: Porphyrins (C0032712)

Definition (MSH) A group of compounds containing the porphin structure, four pyrrole rings connected by methine bridges in a cyclic configuration to which a variety of side chains are attached. The nature of the side chain is indicated by a prefix, as uroporphyrin, hematoporphyrin, etc. The porphyrins, in combination with iron, form the heme component in biologically significant compounds such as hemoglobin and myoglobin.
Definition (CSP) group of compounds containing the porphin structure, four pyrrole rings connected by methine bridges in a cyclic configuration to which a variety of side chains are attached; the nature of the side chain is indicated by a prefix, as uroporphyrin, hematoporphyrin, etc; the porphyrins, in combination with iron, form the heme component in biologically significant compounds such as hemoglobin and myoglobin.
Concepts Biologically Active Substance (T123) , Organic Chemical (T109)
MSH D011166
SnomedCT 15730005
LNC LP14913-5, MTHU002171
English Porphyrins, Porphyrins [Chemical/Ingredient], porphyrins, porphyrin, Porphyrin, Porphyrin (substance), Porphyrin, NOS
Swedish Porfyriner
Czech porfyriny
Finnish Porfyriinit
Russian PORFIRINY, ПОРФИРИНЫ
Croatian PORFIRINI
Polish Porfiryny
Spanish porfirina (sustancia), porfirina, Porfirinas
French Porphyrines
German Porphyrine
Italian Porfirine
Portuguese Porfirinas

Ontology: Protoporphyrins (C0033733)

Definition (NCI) A tetrapyrrole containing 4 methyl, 2 propionic and 2 vinyl side chains that is a metabolic precursor for hemes, cytochrome c and chlorophyll. Protoporphyrin IX is produced by oxidation of the methylene bridge of protoporphyrinogen by the enzyme protoporphyrinogen oxidase.
Definition (MSH) Porphyrins with four methyl, two vinyl, and two propionic acid side chains attached to the pyrrole rings. Protoporphyrin IX occurs in hemoglobin, myoglobin, and most of the cytochromes.
Concepts Biologically Active Substance (T123) , Organic Chemical (T109)
MSH D011524
SnomedCT 51866008
LNC LP15839-1, MTHU004691
English Protoporphyrins, 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic Acid, Protoporphyrins [Chemical/Ingredient], protoporphyrins, protoporphyrin, 3,3'-(3,7,12,17-Tetramethyl-8,13-divinylporphine-2,18-diyl)di(propionic acid), 7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic acid, PROTOPORPHYRIN, 2,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl- (8CI), PpIX, 3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid, Protoporpyrin IX, Protoporphyrin IX, Ooporphyrin, 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-, 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid, Protoporphyrin, Protoporphyrin (substance)
Swedish Protoporfyriner
Czech protoporfyriny
Finnish Protoporfyriinit
Russian PROTOPORFIRINY, ПРОТОПОРФИРИНЫ
French Ooporphyrines, Protoporphyrines
Polish Protoporfiryny
Spanish protoporfirina (sustancia), protoporfirina, Protoporfirinas
German Protoporphyrine
Italian Protoporfirine
Portuguese Protoporfirinas

Ontology: protoporphyrin IX (C0072497)

Concepts Pharmacologic Substance (T121)
MSH C028025
SnomedCT 80918003
English protoporphyrin IX, Protoporphyrin IX, Protoporphyrin IX (substance)
Spanish protoporfirina IX (sustancia), protoporfirina IX