Dihydrosirohydrochlorin

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Dihydrosirohydrochlorin
Names
Other names
precorrin 2
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH 15,23-dihydrosirohydrochlorin
  • InChI=1S/C42H48N4O16/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29/h14-16,23-24,43-44,46H,3-13,17-18H2,1-2H3,(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)/b29-14-,30-16-,31-15-/t23-,24-,41+,42+/m1/s1
    Key: CSWLXNNNLVVXKD-ZIBVGKFXSA-N
  • CC1(C(C2=CC3=NC(=CC4=C(C(=C(N4)CC5=C(C(=C(N5)C=C1N2)CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O)C(C3(C)CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O
Properties
C42H48N4O16
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dihydrosirohydrochlorin is a macrocyclic metabolic intermediate in the biosynthesis of corrin, precursor to the tetrapyrrole pigment and cofactor F430. In terms of its biosynthesis, it is produced by dimethylation is uroporphyrinogen III, the progenitor of all natural tetrapyrroles.[1] Dehydrogenation, i.e., removal of H2, of dihydrosirohydrochlorin gives sirohydrochlorin.

References

  1. ^ Mucha, Helmut; Keller, Eberhard; Weber, Hans; Lingens, Franz; Trösch, Walter (1985-10-07). "Sirohydrochlorin, a precursor of factor F430 biosynthesis in Methanobacterium thermoautotrophicum". FEBS Letters. 190 (1): 169–171. doi:10.1016/0014-5793(85)80451-8.