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Metallophorphyrins in coal. 4 TLC-NMR of iron porphyrins from coal: the direct characterization of coal hemes using paramagnetically Shifted1 H NMR spectroscopy.
Autorzy
Rok wydania
1990
Czasopismo
Numer woluminu
4
Strony
710-716
DOI
10.1021/ef00024a016
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
A new approach to the identification of iron porphyrins in coal is described that involves their separation from other porphyrins by preliminary thin-layer chromatography (TLC) followed by repeated TLC to separate the iron porphyrins. The repeated TLC involves both redevelopment with
a given solvent (multiple development) and with a sequence of solvent systems (sequential devel-opment). Homologous polyalkylporphyrins are separated in some cases; isomers generally are not.Hemes from Colorado coal are thus split into 22 fractions, with carbon numbers ranging from C32(most mobile on silica gel) to C^ (least mobile); these fractions are then examined by mass spectrometryand by paramagnetically shifted NMR spectroscopy of the corresponding low spin iron(III)
dicyanide complexes. The latter spectra are particularly useful in providing direct structural in-formation about the hemes extracted from coal. Etioheme III (C32) is confirmed as the most mobilecomponent, while mixed suites of monodemethylation products (C31, formed both by benzylic cleavageand by aromatic protiodesubstitution) and of monodeethylation (C30) products are isolated from and identified in coal porphyrins for the first time. The importance of these findings in relation to currenttheories of heme catagenesis is outlined.
Adres publiczny
https://doi.org/10.1021/ef00024a016
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