Corrin

 Corrin is a heterocyclic compound. It is the parent macrocycle related to the substituted derivative that is found in vitamin B12. Its name reflects that it is the "core" of vitamin B12 (cobalamins).[1]

Corrin
Corrin.svg
Identifiers
CAS Number
  • 262-76-0 check
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:33221 check
ChemSpider
  • 16736705 check
PubChem CID
  • 6438343
UNII
  • 288E04GRMT check
CompTox Dashboard (EPA)
  • DTXSID70893668 Edit this at Wikidata
Properties
Chemical formula
C19H22N4
Molar mass306.40478
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Coordination chemistryEdit

Upon deprotonation, the corrinoid ring is capable of binding cobalt. In vitamin B12, the resulting complex also features a benzimidazole-derived ligand, and the sixth site on the octahedron serves as the catalytic center.

The corrin ring resembles the porphyrin ring, which occurs in hemoglobin. Both feature four pyrrole-like subunits organized into a ring with a largely conjugated structure of alternating double and single bonds. In contrast to porphyrins, corrins lack one of the carbon groups that link the pyrrole-like units into a fully conjugated structure. With a conjugated system that extends only 3/4 of the way around the ring, and does not include any of the outer edge carbons, corrins have a number of non-conjugated sp3 carbons, making them more flexible than porphyrins and not as flat. A third closely related biological structure, the chlorin ring system found in chlorophyll, is intermediate between porphyrin and corrin, having 20 carbons like the porphyrins and a conjugated structure extending all the way around the central atom, but with only 6 of the 8 edge carbons participating.

Corroles (octadehydrocorrins) are fully aromatic derivatives of corrins.

This article uses material from the Wikipedia article
 Metasyntactic variable, which is released under the 
Creative Commons
Attribution-ShareAlike 3.0 Unported License
.