Repozytorium

Structural identification of paramagnetic iron porphyrins from Colorado coal with use of 1D and 2D 1H NMR spectroscopy: geochemical implications on their origin from heme.

Autorzy

Franciszek Czechowski

Lechosław Latos-Grażyński

Stanisław Wołowiec

Rok wydania

1994

Czasopismo

Organic Geochemistry

Numer woluminu

21

Strony

1059-1068

DOI

10.1016/0146-6380(94)90069-8

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

A fraction of iron porphyrins from Colorado coal constituting one major and one minor C28 isomer was analysed with the use of 1D and 2D 1H nuclear magnetic resonance spectroscopy. 2D 1H COSY and NOESY experiments in a low viscosity solvent (CD3 OD) led to the structrural identification of the major component. Assignment of the hyperfine shifted resonances, of all the peripheral substituents on the porphyrin macrocycle, resulted in an unambiguous identification of iron(III) 2,7,12,18-tetramethyl-13,17-diethyl porphyrin. Reliability of the 2D 1H NMR method used was confirmed by analyzing a related structure, i.e. deuteroheme-IX in the same way. The minor constituent of the analysed fraction was identified by reproducing the 1H NMR spectrum with its synthetic counterpart: low-spin iron(III) 2,7,12,18-tetramethyl-3,8-diethyl porphyrin. Both identified coal iron porphyrins represent products derived from a common protoheme-IX related precursor, selectively degraded via different routes during coal diagenesis.

Adres publiczny

https://doi.org/10.1016/0146-6380(94)90069-8