Synthesis of a peptide-linked chlorin dyad as a model compound for the photosynthetic reaction centre

Konekamp T; Ruiz A; Duwenhorst J; Schmidt W; Borrmann T; Stohrer WD; Montforts FP

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Synthesis of a peptide-linked chlorin dyad as a model compound for the photosynthetic reaction centre

机译：肽连接的二氢卟啉二元化合物作为光合作用反应中心的模型化合物的合成

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The enantiomerically pure chlorins 19 and 21 were synthesised from tripyrrolic nickel complex rac-17 and pyrrole building blocks 12 and 16. The pyrroles are annelated with norbornane moieties which contain the chiral information as well as two different functionalities. The functional groups, namely a carboxylic acid ester and a carbonitrile group, of chlorin 21 finally allowed the formation of an amino acid functionality at the periphery of the macrotetracycle. By using principles of peptide chemistry, the two chlorin subunits were joined to form the peptide-linked chlorin-chlorin dyad 24, which mimics the molecular parts of the natural photosynthetic reaction centre.

机译：对映体纯的二氢卟酚19和21是由三吡咯镍络合物rac-17和吡咯结构单元12和16合成的。吡咯与降冰片烷部分退火，该降冰片烷部分包含手性信息以及两种不同的官能度。二氢卟酚21的官能团，即羧酸酯和甲腈基团最终允许在大四环的外围形成氨基酸官能团。通过使用肽化学原理，将两个二氢卟酚亚基连接在一起，形成了肽连接的二氢卟酚-二氢卟酚二聚体24，它模仿了自然光合反应中心的分子部分。

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来源
《Chemistry: A European journal》 |2007年第23期|共10页
作者
Konekamp T; Ruiz A; Duwenhorst J; Schmidt W; Borrmann T; Stohrer WD; Montforts FP;
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正文语种 eng
中图分类化学;
关键词
chlorin; dyes/pigments; peptide linkages; photosynthesis; porphyrinoids; PHOTOINDUCED ELECTRON-TRANSFER; RHODOPSEUDOMONAS-VIRIDIS; SODIUM-BOROHYDRIDE; DIRECTED SYNTHESIS; NOBEL LECTURE; 3A RESOLUTION; RING-CLOSURE; SYSTEM; ENERGY; REDUCTIONS;

机译：二氢卟酚;染料/色素;肽键;光合作用;卟啉类;光诱导的电子转移;紫假单胞菌;硼氢化钠;定向合成;诺贝尔化学;3A拆分;封闭;体系;能源;

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机译：肽连接的二氢卟啉二元化合物作为光合作用反应中心的模型化合物的合成
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Synthesis of a peptide-linked chlorin dyad as a model compound for the photosynthetic reaction centre

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