Structures and transformations of the bacteriochlorophylls e and their bacteriopheophorbides
Structures and transformations of the bacteriochlorophylls e and their bacteriopheophorbides
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细菌叶绿素e及其细菌脱镁叶绿酸的结构和转化
DOI：
10.1021/ja00214a016
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发表时间：
1988
影响因子：
15
通讯作者：
Kevin M Smith
中科院分区：
文献类型：
--
作者：
D. Simpson;Kevin M Smith
从褐弧菌(Chlorobium phaeovibrioides，NCIB no.4832，菌株B1-28)和BR.采用反相高效液相色谱法对泽尼达尼进行了考察。用核磁共振波谱分析了单个Bpheo同系物的结构，发现与以前的文献推测一致，但有一个例外。手性2-(1-羟乙基)位的立体化学从4-乙基-4-乙基同系物的主(R)转变为4-异丁基-5-乙基化合物的主(S)。这一观察结果与已报道的Bpheo c和Bphe d的结果一致。Bpheo e中2-(1-羟乙基)基的鉴定是通过它们转化为Bpheo c而不损失非对映异构体纯度而实现的。
Methyl bacteriopheophorbides e (Bpheo e) isolated from Chlorobium phaeovibrioides (NCIB no. 4832 and strain B1-28) and Br. zenitani were investigated by reversed-phase high-performance liquid chromatography. Structures of individual Bpheo e homologues were examined by NMR spectroscopy and were found to be consistent with previous literature proposals, but with one exception. The stereochemistry at the chiral 2-(1-hydroxyethyl) position was found to change from primarily (R) for the 4-ethyl-4-ethyl homologue to primarily (S) for the 4-isobutyl-5-ethyl compound. This observation is consistent with what has been reported for the Bpheo c and Bphe d. Identification of the 2-(1-hydroxyethyl) group in the Bpheo e was facilitated by their transformation into the Bpheo c without loss of diastereomeric purity.