Zinc 13-(N,N-diethylamino)methyl-3,3,7,8,12,17,18-heptaethyl-2-oxochlorin was prepared from 2,3,7,8,12,13,17,18-octaethylporphyrin via the regioselectively acid-catalyzed double dehydration of cis-12,13-diethyl-cis-12,13-dihydroxy-2-oxobacteriochlorin to the corresponding 12-ethyl-13-vinyl-2-oxochlorin. The synthetic zinc amino-oxochlorin was axially ligated with the imidazolyl group of N^α-protected histidines in chloroform, and concomitantly the amino group of the former was hydrogen-bonded with the carboxy group of the latter. The resulting two-point bonding supramolecules served as models for the complexes of chlorophylls with peptides in photosynthetic apparatuses including light-harvesting antennas and charge-separating reaction centers. A similar 1:1 complex was produced by the interaction of the zinc amino-chlorin with the related methionine possessing thioether and carboxylic acid moieties.

中文翻译：

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通过协同配位和氢键与合成的氨基-氧代二氢锌区域异构体识别组氨酸

锌13-( N , N-二乙氨基)甲基-3,3,7,8,12,17,18-七乙基-2-氧代二氢卟酚由2,3,7,8,12,13,17,18-制备八乙基卟啉通过顺式-12,13-二乙基-顺式-12,13-二羟基-2-氧代细菌二氢卟啉的区域选择性酸催化双重脱水生成相应的12-乙基-13-乙烯基-2-氧代二氢卟酚。合成的氨基氧代二氢锌在氯仿中与N ^α保护的组氨酸的咪唑基轴向连接，同时前者的氨基与后者的羧基形成氢键。由此产生的两点键合超分子可作为光合作用装置（包括光捕获天线和电荷分离反应中心）中叶绿素与肽复合物的模型。氨基二氢锌锌与具有硫醚和羧酸部分的相关甲硫氨酸相互作用产生了类似的 1:1 复合物。