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NH 2

COO -. COO -. COO -. CH 2. COO -. CH 2. CH 2. CH 2. CH 2. CH 2. CH 2. O. C. C. C. CH 2. O. C. CH. C. H 2 + NH 3. CH 2. N. CH 2. H. + NH 3. NH 2. Irmelin Probst, Walter Storch Vorlesungspräsentation Biochemie Teil 1, SS 2007. Synthese von Häm aus d -Aminolävulinsäure.

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NH 2

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  1. COO- COO- COO- CH2 COO- CH2 CH2 CH2 CH2 CH2 CH2 O C C C CH2 O C CH C H2+NH3 CH2 N CH2 H +NH3 NH2 Irmelin Probst, Walter Storch Vorlesungspräsentation Biochemie Teil 1, SS 2007 Synthese von Häm aus d-Aminolävulinsäure H2O H2O d-ALA Porphobilinogen

  2. COO- -OOC N CH2 H H NH2 Porphobilinogen

  3. COO- COO- -OOC COO- -OOC -OOC N CH2 H H N CH2 H H N CH2 H NH2 H NH2 Lineare Aneinanderreihung von Porphobilinogenen und Abspaltung der Aminogruppen Enzym Porphobilinogen Desaminase S H NH3 Porphobilinogen

  4. COO- COO- COO- COO- COO- -OOC -OOC -OOC -OOC -OOC N N N N N H H H H H CH2 CH2 CH2 CH2 CH2 H H H H H COO- COO- COO- COO- COO- NH2 NH2 NH2 NH2 NH2 -OOC -OOC -OOC -OOC -OOC N N N N N H H H H H H H H H H COO- COO- COO- COO- -OOC -OOC -OOC -OOC N N N N H H H H COO- -OOC Enzym Porphobilinogen Desaminase CH2 S N H H NH3 NH3 NH3 NH3 NH3

  5. COO- COO- COO- COO- COO- -OOC -OOC -OOC -OOC -OOC N N N N N H H H H H H H H COO- COO- COO- COO- COO- COO- COO- -OOC -OOC -OOC -OOC -OOC -OOC -OOC HOCH2 N N N N N N N H H H H H H H H2O COO- -OOC Enzym Porphobilinogen Desaminase CH2 S N H Hydroxymethylbilan

  6. COO- COO- COO- COO- COO- COO- COO- COO- -OOC -OOC -OOC -OOC -OOC -OOC -OOC -OOC A HOCH2 N N N N N N N H H N H H H H H H H COO- H B D N H -OOC C Ringschluß und Drehung von Ring D durch Uroporphyrinogen III - Synthase H2O B C D A Hydroxymethylbilan Uroporphyrinogen III

  7. COO- Decarboxylierung der 4 Acetylgruppen CO2 -OOC CH3 A N COO- -OOC H3C CH3 H CO2 CO2 B D N H N H H N -OOC COO- C Koproporphyrinogen III Uroporphyrinogen- Decarboxylase CH3 CO2 -OOC COO-

  8. O O CO2 COO- Decarboxylierung und Oxydation von 2 Propionylgruppen zu Vinylgruppen CH2 CH3 A N H3C CH3 H H2O B D N H N H CH2 H CO2 N -OOC COO- C Koproporphyrinogen- Oxydase Protoporphyrinogen IX CH3 H2O COO-

  9. 1,5 O2 H H CH2 CH3 A N H3C CH3 H H2O B D N N CH2 H N -OOC C Protoporphyrinogen- Oxydase Protoporphyrin IX CH3 H2O H2O COO-

  10. Fe2+ H H CH2 CH3 A N H3C CH3 B D N N CH2 N -OOC C Häm Ferrochelatase CH3 2H+ COO-

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