The Analytical Reduction of Porphyrins to Pyrroles
The Analytical Reduction of Porphyrins to Pyrroles
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卟啉到吡咯的分析还原
DOI：
10.1139/v71-590
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发表时间：
1971
影响因子：
1.1
通讯作者：
S. Macdonald*
中科院分区：
文献类型：
--
作者：
R. Chapman;M. W. Roomi;T. Morton;D. Krajcarski;S. Macdonald*
当卟啉或相关色素被HI-ACoH还原时，它们的中间取代基(R、 = 、H或烷基)在生成的吡咯中以α-CH2R基团的形式出现。通过G.L.P.C.对吡咯的鉴定定义并排序了卟啉中每对外围取代基两侧的中间取代基。如果一个中间取代基与其他取代基不同，则相邻的两个吡咯核周围的所有取代基都是有序的，当所用的醛(R.CHO)对应于一个桥和它的介观取代基时，吡咯可以被原位还原烷基化，对称性降低。这可以简化吡咯混合物，识别中间取代基，或使吡咯可通过G.L.P.C.区分。临界的吡咯-丙酸可作为甲酯通过G.L.P.C.分离。脱氧叶绿体红蛋白和焦脱叶绿体(后者首先用硼氢化钾还原)被还原为环-五烯-吡咯，揭示了同环环和5-取代基。相关公司的S先生……
When porphyrins or related pigments are reduced by HI–AcOH, their meso-substituents (R = H or alkyl) appear as α-CH2R groups in the resulting pyrroles. The identification of the pyrroles, as by g.l.p.c., defines and orders the meso-substituents flanking each pair of peripheral substituents in the porphyrin. If one meso-substituent differs from the others, all the substituents about the two adjacent pyrrole nuclei are then ordered.The pyrroles can be reductively alkylated in situ, and symmetry then reduces their number when the aldehyde used (R.CHO) corresponds to a bridge and its meso-substituent. This may simplify the pyrrole mixtures, identify meso-substituents, or make pyrroles distinguishable by g.l.p.c.The critical pyrrole – propionic acids are separable as methyl esters by g.l.p.c. Desoxophylloerythrin and pyrophaeophorbides (the latter first reduced with potassium borohydride) are reduced to cyclo-penteno-pyrroles which reveal the isocyclic rings and the 5-substituents. The r.r.t.'s of relevant pyr...