Porphobilinogen (PBG) is an organic compound that occurs in living organisms as an intermediate in the biosynthesis of porphyrins, which include critical substances like hemoglobin and chlorophyll.[1]
The structure of the molecule can be described as molecule of pyrrole with sidechains substituted for hydrogen atoms at positions 2, 3 and 4 in the ring (1 being the nitrogen atom); respectively, an aminomethyl group −CH2−NH2, an acetic acid (carboxymethyl) group −CH2−COOH, and a propionic acid (carboxyethyl) group −CH2−CH2−COOH.
^Paul R. Ortiz de Montellano (2008). "Hemes in Biology". Wiley Encyclopedia of Chemical Biology. John Wiley & Sons. doi:10.1002/9780470048672.wecb221. ISBN978-0470048672.
^Aarsand, AK; Petersen PH; Sandberg S (April 2006). "Estimation and application of biological variation of urinary delta-aminolevulinic acid and porphobilinogen in healthy individuals and in patients with acute intermittent porphyria". Clinical Chemistry. 52 (4): 650–656. doi:10.1373/clinchem.2005.060772. PMID 16595824.
May 02, 2024
porphobilinogen, organic, compound, that, occurs, living, organisms, intermediate, biosynthesis, porphyrins, which, include, critical, substances, like, hemoglobin, chlorophyll, names, preferred, iupac, name, aminomethyl, carboxymethyl, pyrrol, propanoic, acid. Porphobilinogen PBG is an organic compound that occurs in living organisms as an intermediate in the biosynthesis of porphyrins which include critical substances like hemoglobin and chlorophyll 1 Porphobilinogen Names Preferred IUPAC name 3 5 Aminomethyl 4 carboxymethyl 1H pyrrol 3 yl propanoic acid Identifiers CAS Number 487 90 1 Y 3D model JSmol Interactive image ChemSpider 995 N DrugBank DB02272 Y ECHA InfoCard 100 006 970 EC Number 207 666 3 MeSH Porphobilinogen PubChem CID 1021 UNII 74KHC72QXK N CompTox Dashboard EPA DTXSID4060070 InChI InChI 1S C10H14N2O4 c11 4 8 7 3 10 15 16 6 5 12 8 1 2 9 13 14 h5 12H 1 4 11H2 H 13 14 H 15 16 NKey QSHWIQZFGQKFMA UHFFFAOYSA N NInChI 1 C10H14N2O4 c11 4 8 7 3 10 15 16 6 5 12 8 1 2 9 13 14 h5 12H 1 4 11H2 H 13 14 H 15 16 Key QSHWIQZFGQKFMA UHFFFAOYAF SMILES C1 C C C N1 CN CC O O CCC O O Properties Chemical formula C10H14N2O4 Molar mass 226 229 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references The structure of the molecule can be described as molecule of pyrrole with sidechains substituted for hydrogen atoms at positions 2 3 and 4 in the ring 1 being the nitrogen atom respectively an aminomethyl group CH2 NH2 an acetic acid carboxymethyl group CH2 COOH and a propionic acid carboxyethyl group CH2 CH2 COOH Contents 1 Biosynthesis 2 Metabolism 3 Pathologies 4 ReferencesBiosynthesis editIn the first step of the porphyrin biosynthesis pathway porphobilinogen is generated from aminolevulinate ALA by the enzyme ALA dehydratase nbsp Metabolism editIn the typical porphyrin biosynthesis pathway four molecules of porphobilinogen are concatenated by carbons 2 and 5 of the pyrrole ring adjacent to the nitrogen atom into hydroxymethyl bilane by the enzyme porphobilinogen deaminase also known as hydroxymethylbilane synthase Pathologies editAcute intermittent porphyria causes an increase in urinary porphobilinogen 2 References edit Paul R Ortiz de Montellano 2008 Hemes in Biology Wiley Encyclopedia of Chemical Biology John Wiley amp Sons doi 10 1002 9780470048672 wecb221 ISBN 978 0470048672 Aarsand AK Petersen PH Sandberg S April 2006 Estimation and application of biological variation of urinary delta aminolevulinic acid and porphobilinogen in healthy individuals and in patients with acute intermittent porphyria Clinical Chemistry 52 4 650 656 doi 10 1373 clinchem 2005 060772 PMID 16595824 Retrieved from https en wikipedia org w index php title Porphobilinogen amp oldid 1203882955, wikipedia, wiki, book, books, library,
