Corrinoid

Corrin ring, numbered according to the 1975 IUPAC standard. Note that for consistency with the porphyrin numbering system, there is no 20 position. Positions 21-24 were numbered 20-23 in earlier literature.^[1]

Corrinoids are a group of compounds based on the skeleton of corrin, a cyclic system containing four pyrrole rings similar to porphyrins.^[2] These include compounds based on octadehydrocorrin, which has the trivial name corrole.^[3]

The cobalamins (vitamin B₁₂) are the best known members of the group. Other prominent examples include cobyrinic acid and its hexaamide cobyric acid; cobinic acid and its hexaamide cobinamide; cobamic acid and cobamide.

Compounds containing the "Cob-" prefix (not corrin) are cobalt derivatives, and may include an oxidation state, as in "Cob(II)alamin". When cobalt is replaced by another metal or hydrogen, the name changes accordingly, as in ferrobamic acid or hydrogenobamic acid.

References

^ Dorothy Crowfoot Hodgkin (1965-11-16). "The Structure of the Corrin Nucleus from X-ray Analysis". Proceedings of the Royal Society of London. Series A, Mathematical and Physical Sciences. 288 (1414): 294–305. doi:10.1098/rspa.1965.0219. JSTOR 2415001.
^ Cracan, Valentin; Banerjee, Ruma (2013). "Chapter 10 Cobalt and Corrinoid Transport and Biochemistry". In Banci, Lucia (Ed.) (ed.). Metallomics and the Cell. Metal Ions in Life Sciences. Vol. 12. Springer. doi:10.1007/978-94-007-5561-10_9. ISBN 978-94-007-5560-4. electronic-book ISBN 978-94-007-5561-1 ISSN 1559-0836 electronic-ISSN 1868-0402
^ "The Nomenclature of Corrinoids: Recommendations 1975". IUPAC-IUB Commission on Biochemical Nomenclature (CBN). 1975.

External links

Corrinoids at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
"The Nomenclature of Corrinoids" at chem.qmul.ac.uk
Goldbook

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[1] Dorothy Crowfoot Hodgkin (1965-11-16). "The Structure of the Corrin Nucleus from X-ray Analysis". Proceedings of the Royal Society of London. Series A, Mathematical and Physical Sciences. 288 (1414): 294–305. doi:10.1098/rspa.1965.0219. JSTOR 2415001.

[2] Cracan, Valentin; Banerjee, Ruma (2013). "Chapter 10 Cobalt and Corrinoid Transport and Biochemistry". In Banci, Lucia (Ed.) (ed.). Metallomics and the Cell. Metal Ions in Life Sciences. Vol. 12. Springer. doi:10.1007/978-94-007-5561-10_9. ISBN 978-94-007-5560-4. electronic-book ISBN 978-94-007-5561-1 ISSN 1559-0836 electronic-ISSN 1868-0402

[3] "The Nomenclature of Corrinoids: Recommendations 1975". IUPAC-IUB Commission on Biochemical Nomenclature (CBN). 1975.

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