107751-50-8Relevant academic research and scientific papers
BIOSYNTHESIS OF PORPHYRINS AND RELATED MACROCYCLES. PART 27. SYNTHESES OF MODIFIED HYDROXYMETHYLBILANES AND STUDIES OF THEIR CHEMICAL AND BIOLOGICAL PROPERTIES.
Anderson, Paul C.,Battersby, Alan R.,Broadbent, Hugo A.,Fookes, Christopher J. R.,Hart, Graham J.
, p. 3123 - 3136 (2007/10/02)
The biosynthetic pathway to uroporphyrinogen-III, the parent macrocycle for all the pigments of life, involves the formation and ring-closure of an hydroxymethylbilane.The non-enzymic ring-closure of this bilane is studied under different pH conditions.Also octamethyl esters of related bilanes are synthesised which have either a cyano or a methyl group blocking position-19 which is free on the terminal ring-D of the natural bilane.Studies are made of the ring-closure of these substituted bilanes under acidic conditions.The conclusion is reached that there is a strong preference for non-enzymic ring-closure of an hydroxymethylbilane to occur at the terminal carbon atom (position-19).The octa-acids derived from the cyano and methyl substituted bilanes inhibit the action of cosynthetase on the natural hydroxymethylbilane.
