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醛复红:历史与化学考量

Aldehyde-fuchsin: historical and chemical considerations.

作者信息

Puchtler H, Meloan S N, Waldrop F S

出版信息

Histochemistry. 1979 Apr 3;60(2):113-23. doi: 10.1007/BF00495747.

Abstract

The staining mechanisms of Gomori's aldehyde-fuchsin are not yet fully understood. It seemed therefore timely to review the history of this dye class in context with current dye and aldehyde chemistry. In 1861 Lauth treated basic fuchsin with acetaldehyde. This dye became known as Aldehyde Blue, but consisted of violet and blue dyes. Schiff (1866) studied several aldehyde-fuchsins; these compounds contained two molecules of dye and three molecules of aldehyde. Acetaldehyde-fuchsin prepared according to Schiff's directions showed staining properties similar to those of Gomori's aldehyde-fuchsin. This dye class was soon superseded by new dyes more suitable for textile dyeing, and chemical investigations of aldehyde-fuchsins ceased around the turn of the century. Gomori's aldehyde-fuchsin has been regarded as a Schiff base. However, according to chemical data, low molecular aliphatic aldehydes and aromatic amines tend to form condensation products. Correlations of chemical and histochemical observations suggest such processes during aging of dye solutions. Models of dimers and polymers of aldehyde-fuchsin could be built without steric hindrance. The nature of the bonds formed by various components of aldehyde-fuchsin solutions is not clear. However, cystine in proteins, e.g. in basement membranes, apparently does not play a role in the binding of aldehyde-fuchsin by unoxidized Carnoy- or methacarn-fixed sections.

摘要

Gomori醛复红的染色机制尚未完全明确。因此,结合当前的染料及醛化学知识来回顾这类染料的历史似乎很有必要。1861年,Lauth用乙醛处理碱性复红。这种染料被称为醛蓝,但它由紫色和蓝色染料组成。Schiff(1866年)研究了几种醛复红;这些化合物含有两个染料分子和三个醛分子。按照Schiff的方法制备的乙醛复红显示出与Gomori醛复红相似的染色特性。这类染料很快就被更适合纺织染色的新染料所取代,醛复红的化学研究在世纪之交左右停止。Gomori醛复红一直被认为是一种席夫碱。然而,根据化学数据,低分子脂肪醛和芳香胺倾向于形成缩合产物。化学和组织化学观察结果的相关性表明,在染料溶液老化过程中会发生这样的过程。可以构建醛复红二聚体和聚合物的模型,且不存在空间位阻。醛复红溶液中各种成分形成的键的性质尚不清楚。然而,蛋白质中的胱氨酸,例如在基底膜中,显然在未氧化的卡诺固定或甲醇-冰醋酸固定切片与醛复红的结合中不起作用。

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