Biosynthesis of porphyrins and related macrocycles. Part 12. Vitamin B12: studies with 1-methylbilanes
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 7,p. 1927-1935
- https://doi.org/10.1039/p19790001927
Abstract
The search for intermediates which closely follow uro'gen-III(2) on the biosynthetic pathway to vitamin B12(1) has involved studies with 1-methylbilanes. Four such bilanes, 14C-labelled at the C-1 methyl group, have been synthesised by rational methods and tested as precursors of the corrin macrocycle [e.g.(4)] using an enzyme system from Propionibacterium shermanii. None of the bilanes was incorporated into (4) and this outcome is in full agreement with more recent studies.This publication has 6 references indexed in Scilit:
- Biosynthesis of vitamin B12: Isobacteriochlorins, the link between corrins and sulphite reductasesBioorganic Chemistry, 1978
- Biosynthesis of vitamin B12: proof of A-B structure for sirohydrochlorin by its specific incorporation into cobyrinic acidJournal of the Chemical Society, Chemical Communications, 1978
- Biosynthesis of porphyrins and related macrocycles. Part 10. Vitamin B12: biochemical derivation of cobyrinic acid from uroporphyrinogen III, studies with the corresponding ring c methyl hepta-carboxylic porphyrinogen, and proof of seven intact methyl transfersJournal of the Chemical Society, Perkin Transactions 1, 1977
- Biosynthesis of porphyrins and related macrocycles. Part 11. Studies on biosynthesis of the phytyl chain of chlorophyll a by use of carbon-13Journal of the Chemical Society, Perkin Transactions 1, 1977
- Biosynthesis of porphyrins and related macrocycles. Part 9. Biosynthesis of the corrin macrocycle of vitamin B12including the stereochemistry of C-methylation in ring cJournal of the Chemical Society, Perkin Transactions 1, 1977
- Biosynthesis of porphyrins and related macrocycles. Part VII. Synthesis of specifically labelled [14C1]uroporphyrin-III and of [10,14-13C2]uroporphyrin-III. Conversion of the latter into [10,14-13C2]protoporphyrin-IX; biosynthetic significance of its 13C nuclear magnetic resonance spectrumJournal of the Chemical Society, Perkin Transactions 1, 1976