N-甲基原卟啉IX：化学合成及鉴定为3,5-二乙氧基羰基-1,4-二氢可力丁处理产生的绿色色素
N-Methylprotoporphyrin IX: chemical synthesis and identification as the green pigment produced by 3,5-diethoxycarbonyl-1,4-dihydrocollidine treatment.
作者信息
Ortiz de Montellano P R, Beilan H S, Kunze K L
出版信息
Proc Natl Acad Sci U S A. 1981 Mar;78(3):1490-4. doi: 10.1073/pnas.78.3.1490.
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.
摘要
在3,5 - 二乙氧基羰基 - 1,4 - 二氢可力丁处理的大鼠中积累的肝色素已被分离和纯化，据报道该色素可抑制亚铁螯合酶。该色素已被解析为一个主要成分、一个次要成分和两个痕量成分，所有这些成分似乎都是异构卟啉。通过光谱方法已明确鉴定出主要部分是N - 甲基原卟啉IX（以二甲基酯形式分离）的异构体，其中乙烯基取代的吡咯环A被甲基化。次要产物似乎是同一卟啉的异构体，其N - 甲基位于丙酸取代的环C上，痕量成分具有与该卟啉的其他两种可能异构体相同的高压液相色谱保留时间。N - 甲基原卟啉IX的四种异构体已通过化学合成、独立表征，并用于确认生物产物的结构。
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N-Methylprotoporphyrin IX: chemical synthesis and identification as the green pigment produced by 3,5-diethoxycarbonyl-1,4-dihydrocollidine treatment.N-甲基原卟啉IX：化学合成及鉴定为3,5-二乙氧基羰基-1,4-二氢可力丁处理产生的绿色色素
Proc Natl Acad Sci U S A. 1981 Mar;78(3):1490-4. doi: 10.1073/pnas.78.3.1490.
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