50622-64-5Relevant articles and documents
Biosynthesis of porphyrins and related macrocycles. Part 47. Synthesis and chemistry of 2H-pyrroles (pyrrolenines) related to the proposed spiro-intermediate for porphyrin biosynthesis
Hawker, Craig J.,Stark, W. Marshall,Spivey, Alan C.,Raithby, Paul R.,Leeper, Finian J.,Battersby, Alan R.
, p. 1493 - 1508 (2007/10/03)
It is proposed that the biosynthesis of uroporphyrinogen III 3, the parent precursor of the natural porphyrins, chlorins and corrins, involves a pyrrolenine 2 as a key intermediate, yet methods for the synthesis of such systems are not available. Novel routes for the synthesis of pyrrolenines by desulfurisation of unsaturated thiolactams have now been devised and the chemistry of such compounds has been explored. Enzymic experiments are carried out using a model pyrrolenine indicating that deletion of one of the pyrrole rings of the putative intermediate 2 leads to loss of tight binding.
Synthetic and Biosynthetic Studies of Porphyrins. Part 8. Synthese of Hepta-, Hexa-, and penta-carboxylic Porphyrins Related to Urophorphin-I
Jackson, Anthony H.,Supphayen, Damrus
, p. 277 - 286 (2007/10/02)
The title porphyrins of interest as abnormal metabolits in porphyrins biosynthesis, have been synthesized by the Fischer, and b-oxobilane routes, and compared with the naturally derived materials.Enzymic experiments have shown that the conversion of uropo
Biosynthesis of Porphyrins and Related Macrocycles. Part 17. Chemical and Enzymic Transformation of Isomeric Aminomethylbilanes into Uroporphyrinogens: Proof that Unrearranged Bilane is the Preferred Enzymic Substrate and Detection of a Transient Intermed
Battersby, Alan R.,Fookes, Christopher J. R.,Gustafson-Potter, Kerstin E.,McDonald, Edward,Matcham, George W. J.
, p. 2413 - 2426 (2007/10/02)
Six isomeric aminomethylbilanes have been built by unambiguous synthesis.One bilane has the unrearranged structure corresponding to straightforward head-to-tail assembly of four units of porphobilinogen; the other five bilanes have one or more of the pyrr