141-90-2Relevant articles and documents
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Ziegler et al.
, p. 1546 (1958)
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Prebiotic phosphorylation of 2-thiouridine provides either nucleotides or DNA building blocks via photoreduction
Xu, Jianfeng,Green, Nicholas J.,Gibard, Clémentine,Krishnamurthy, Ramanarayanan,Sutherland, John D.
, p. 457 - 462 (2019/04/08)
Breakthroughs in the study of the origin of life have demonstrated how some of the building blocks essential to biology could have been formed under various primordial scenarios, and could therefore have contributed to the chemical evolution of life. Missing building blocks are then sometimes inferred to be products of primitive biosynthesis, which can stretch the limits of plausibility. Here, we demonstrate the synthesis of 2′-deoxy-2-thiouridine, and subsequently 2′-deoxyadenosine and 2-deoxyribose, under prebiotic conditions. 2′-Deoxy-2-thiouridine is produced by photoreduction of 2,2′-anhydro-2-thiouridine, which is in turn formed by phosphorylation of 2-thiouridine—an intermediate of prebiotic RNA synthesis. 2′-Deoxy-2-thiouridine is an effective deoxyribosylating agent and may have functioned as such in either abiotic or proto-enzyme-catalysed pathways to DNA, as demonstrated by its conversion to 2′-deoxyadenosine by reaction with adenine, and 2-deoxyribose by hydrolysis. An alternative prebiotic phosphorylation of 2-thiouridine leads to the formation of its 5′-phosphate, showing that hypotheses in which 2-thiouridine was a key component of early RNA sequences are within the bounds of synthetic credibility.
Preparation method of uracil
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Paragraph 0010; 0022; 0023; 0024, (2017/08/30)
The invention discloses a preparation method of uracil. The method comprises the following steps: (a) enabling ethyl formate, ethyl acetate and sodium methylate to react so as to prepare sodium (E)-3-ethoxy-3-oxoprop-1-en-1-olate; (b) adding thiourea and ethyl acetate into the sodium (E)-3-ethoxy-3-oxoprop-1-en-1-olate, heating for carrying out a reaction, and acidizing by using hydrochloric acid to obtain thiouracil; (c) adding alkali and ethanol into the thiouracil, cooling and then dropwise adding a hydrogen peroxide water solution into the cooled mixture; after that, heating for carrying out a reaction to obtain the uracil. According to the technology for preparing the uracil by using the thiourea as a raw material, the used raw materials such as ethyl formate, the ethyl acetate, the thiourea and hydrogen peroxide are chemical products which are common, easy to obtain and low in price, so that the production cost is lower. The preparation method of the uracil is simple, convenient and fast to operate and high in yield, thus being suitable for large-scale industrial production.
