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. 1981 Mar;78(3):1490–1494. doi: 10.1073/pnas.78.3.1490

N-Methylprotoporphyrin IX: chemical synthesis and identification as the green pigment produced by 3,5-diethoxycarbonyl-1,4-dihydrocollidine treatment.

P R Ortiz de Montellano, H S Beilan, K L Kunze
PMCID: PMC319156  PMID: 6940170

Abstract

The hepatic pigment accumulated in 3,5-diethoxycarbonyl-1,4-dihydrocollidine-treated rats, which has been reported to inhibit ferrochelatase, has been isolated and purified. The pigment has been resolved into one major, one minor, and two trace components, all of which appear to be isomeric porphyrins. The major fraction has been unambiguously identified by spectroscopic methods as the isomer of N-methylprotoporphyrin IX (isolated as the dimethyl ester) in which vinyl-substituted pyrrole ring A is methylated. The minor product appears to be an isomer of the same porphyrin with the N-methyl group on propionic acid-substituted ring C, and the trace components have the same high-pressure liquid chromatography retention times as the other two possible isomers of the porphyrin. The four isomers of N-methylprotoporphyrin IX have been chemically synthesized, independently characterized, and used to confirm the structures of the biologically products.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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