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• W1976701341 abstract "Bacteriochlorophyll(BChl)-b, having a unique phytadienyl group in the propionate-type residue at the 17-position instead of a usual phytyl group, was isolated from the thermophilic purple photosynthetic bacterium Halorhodospira (Hlr.) halochloris. The structure of the propionate, especially for the positions of two C=C double bonds, was unambiguously determined to be C2=C3 and C10=C11 (Δ2, 10-phytadienyl) by means of NMR spectroscopy. To confirm the molecular structure by reverse-phase (RP) HPLC, two types of chlorophyll (Chl) derivatives, 3-acetyl-Chl-a, having different phytadienyl groups to the 17-propionate were prepared: one had a Δ2, 10-phytadienyl group prepared by isomerization of the structurally determined BChl-b, and the other had a Δ2, 14-phytadienyl by oxidation of BChl-a from the other purple bacterium Rhodopseudomonas sp. Rits as reported previously. HPLC analyses of these derivatives showed their distinct retention times under reverse-phase conditions; the Δ2, 14-phytadienyl-type derivative was eluted more slowly than the Δ2, 10-phytadienyl type. The results clearly indicated that the positions of two C=C double bonds in the ester group affected RP-HPLC elution, which directly reflected the hydrophobicity in a molecule. RP-HPLC analyses thus serve as an aid for structural determination of (B)Chl molecules esterified with various long hydrocarbon chains in photosynthetic organisms, and also enable estimation of their hydrophobicity and hydrophilicity." @default.
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• W1976701341 date "2009-01-01" @default.
• W1976701341 modified "2023-09-26" @default.
• W1976701341 title "Structural determination of the Δ2, 10-phytadienyl substituent in the 17-propionate of bacteriochlorophyll-b from<i>Halorhodospira halochloris</i>" @default.
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• W1976701341 doi "https://doi.org/10.1142/s1088424609000218" @default.
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