Third International Electronic Conference on Synthetic Organic Chemistry (ECSOC-3), www.mdpi.org/ecsoc-3.htm, September 1-30, 1999

[C0003] 

A NOVEL SYNTHESIS OF PORPHOBILINOGEN: SYNTHETIC AND BIOSYNTHETIC STUDIES

Reinhard Neier

Institute of Chemistry, University of Neuchatel
Av. Bellevaux 51, CH-2000 Neuchatel, SWITZERLAND

E-mail: [email protected]

Introduction

Importance of the "pigments of life"
Monopyrroles as natural products
Biosynthesis of porphobilinogen
Previous synthesis of porphobilinogen

Development of a Potentially Biomimetic Methodology

General remarks and comparison of the Shemin mechanism with the Knorr pyrrole synthesis
Novel pyrrole synthesis based on Shemin's proposal for the biosynthesis

Chemical Synthesis of Porphobilinogen

Regioselective synthesis of the silyl enol ether component
Trials to couple the silyl enol ether
Synthesis of porphobilinogen

Biosynthesis of Porphobilinogen

Inhibition Studies of Porphobilinogen Synthase from Escherichia coli

Conclusions

Acknowledgement

References

ECSOC-3

Christiane Bobillier Neier / August 1999

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