Amino-ethyl phosphoric ester from tumours.
Amino-ethyl phosphoric ester from tumours.
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来自肿瘤的氨基乙基磷酸酯。
DOI：
10.1042/bj0300197
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发表时间：
1936
期刊：
影响因子：
--
通讯作者：
E. L. Outhouse
中科院分区：
文献类型：
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作者：
E. L. Outhouse
磷酸酯在正常组织中的生化重要性已得到公认，该主题已在《生物化学年度评论》中进行了充分讨论。恶性肿瘤的磷酸酯还没有被彻底研究过，也没有一个被确定。Outhouse[1933]报道了肿瘤三氯乙酸提取物的碱式醋酸铅沉淀滤液中出现极可溶性磷酸酯。这似乎与Booth[1935]从肾脏、肝脏和大脑中获得的化合物相似。作者[1935]最近报道了这种化合物在20个正常组织以及一系列恶性和非恶性肿瘤中的出现。此外，他还报告了两种新的磷酸酯：(1)一种化合物，其实验式表明是氨基己水醇的磷酸酯；(2)一种化合物，似乎是氨基乙基磷酸酯。本文报道了后一种化合物的分离、纯化和鉴定。分离和纯化。所用的材料是牛恶性肿瘤，重量从500克到10公斤不等。杀死动物后，尽快（一般约2小时）用3体积4%三氯乙酸冷冻提取。三氯乙酸提取液静置1小时后过滤。将粉末重晶石加入滤液中，直至其与酚酞呈粉红色。沉淀物被离心除去。在溶液中每升加入5克醋酸汞。通过离心除去汞沉淀，加入碱式醋酸铅，直到有机磷酸盐不再沉淀。铅沉淀经离心除去，水洗，硫化氢分解。离心后，上清液曝气除去H2S，加入重晶石至PH 10；然后将其过滤成4体积95%的酒精。沉淀物被过滤掉，用酒精和乙醚清洗，然后干燥。将其溶解在10份水中，并从4份酒精中进行两次再沉淀。将钡盐转化为马钱子碱盐，将马钱子碱盐从甲醇中结晶，并加入越来越多的丙酮，从而进行马钱子碱分馏。主要部分（2号）占总磷的60%，在甲醇中煮沸。马钱子碱发生了解离，沸腾后得到的沉淀含磷20.8%。它溶于水，再从丙酮中析出。（197）的磷含量
THE biochemical importance of phosphoric esters in normal tissues is well recognised, the subject having been discussed fully in the Annual Reviews of Biochemistry. The phosphoric esters of malignant tumours have not been as thoroughly investigated and none of them has been positively identified. The occurrence of an extremely soluble phosphoric ester in the filtrate from the basic lead acetate precipitation of a trichloroacetic acid extract of tumour was reported by Outhouse [1933]. This appears to be similar to the compound obtained by Booth [1935] from kidney, liver and brain. The author [1935] has recently reported the occurrence of this compound in twenty normal tissues as well as in a series of tumours, malignant and non-malignant. In addition, he reported two new phosphoric esters:(1) a compound whose empirical formula suggests the phosphoric ester of an aminohexahydric alcohol,(2) a compound which appears to be an amino-ethyl phosphoric ester. This paper is a report on the isolation, purification and identification of the latter compound.Isolation and purification. The material used was bovine malignant tumours, ranging in weight from 500 g. to 10 kg. They were minced and extracted with 3 volumes of ice-cold 4% trichloroacetic acid as soon as possible (generally about 2 hours) after the killing of the animal. The trichloroacetic acid extract was allowed to stand for 1 hour and then filtered. Powdered baryta was added to thefiltrate until it was pink to phenolphthalein. The precipitate was centrifuged off and rejected. To the solution 5 g. of mercuric acetate per litre were added. The mercury precipitate was removed by centrifuging and basic lead acetate was added until no further precipitation of organic phosphate occurred. The lead precipitate was removed bycentrifuging, washedwith water and decomposed with hydrogen sulphide. After centrifuging, the superuiatant liquid was freed from H2S by aeration, and baryta was added to ituntil PH 10 was reached; it was then filtered into 4 volumes of 95% alcohol. The precipitate was filtered off, washedwith alcohol and with ether and dried. It was dissolved in 10 parts of water and twice reprecipitated from 4 volumesof alcohol. The barium salt was converted into the brucine salt and a brucine fractionation was made bycrystallising the brucine salts from methyl alcohol to which increasing amounts of acetone were added. The main fraction (No. 2), which accounts for 60% of the total phosphorus, was boiled in methyl alcohol. Dissociation of the brucine salt occurred and the precipitate obtained from the boiling showed 20 8% phosphorus. It was dissolved in water and reprecipitated from acetone. The phosphorus contents ofthe (197)