Porphobilinogen

Structural formula
General
Surname	Porphobilinogen
other names	3- [5- (aminomethyl) -4- (carboxymethyl) -1 H -pyrrole-3-yl] propionic acid
Molecular formula	C 10 H 14 N 2 O 4
Brief description	pink crystals (monohydrate)
External identifiers / databases
EC number	207-666-3
ECHA InfoCard	100.006.970
PubChem	1021
ChemSpider	995
DrugBank	DB02272
Wikidata	Q421178
properties
Molar mass	226.23 g mol −1
Physical state	firmly
Melting point	172-175 ° C
solubility	bad in water
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Porphobilinogen (PBG) is a precursor of heme in the porphyrin synthesis and is an important building block for biosynthetic build-up of porphyrins , Hydroporphyrinen and corrins . It is formed from two molecules of 5-aminolevulinic acid ( ALA ) with elimination of water, the catalyzing enzyme is here the δ-aminolevulinic acid dehydratase :

In the next step, four molecules of PBG are polymerized to hydroxymethylbilane using porphobilinogen deaminase .

Porphobilinogen can be detected in the urine in the case of porphyria . Lead inhibits δ-aminolevulinic acid dehydratase, which is why an elevated level of ALA in the urine and blood indicates lead poisoning .

Individual evidence

↑ ^a ^b ^c ^d ^e entry on porphobilinogen. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.
↑ ^a ^b data sheet Porphobilinogen at Sigma-Aldrich , accessed on April 21, 2011 ( PDF ).
^ The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; P. 1313, ISBN 978-0-911910-00-1 .
↑ Rainer Braun: Special toxicology for chemists: a selection of toxic substances. Vieweg + Teubner Verlag, 1999, ISBN 978-3-519-03538-1 , p. 38.
↑ Jan Koolman , Klaus-Heinrich Röhm: Pocket Atlas of Biochemistry. 3rd edition, Georg Thieme Verlag, 2003, ISBN 978-3-13-759403-1 , p. 192.

[roempp-1] ↑ ^a ^b ^c ^d ^e entry on porphobilinogen. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.

[Sigma-2] ta sheet Porphobilinogen at Sigma-Aldrich , accessed on April 21, 2011 ( PDF ).

[MERCK_Index-3] The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; P. 1313, ISBN 978-0-911910-00-1 .

[4] Rainer Braun: Special toxicology for chemists: a selection of toxic substances. Vieweg + Teubner Verlag, 1999, ISBN 978-3-519-03538-1 , p. 38.

[5] Jan Koolman , Klaus-Heinrich Röhm: Pocket Atlas of Biochemistry. 3rd edition, Georg Thieme Verlag, 2003, ISBN 978-3-13-759403-1 , p. 192.