CAS: 1821-02-9; 2-Oxopentanoic Acid

该化合物是一种五碳二色双色酸,其特征为与一个箱式酸集团相邻的一氯酮功能组,其分子式为C5H8O3,其碳基组位于第二个碳位置,有助于其反应和有机合成的潜在应用.该化合物一般是色素不色的,可粉色黄色液体,有独特的气味.它溶于水和有机溶剂,可适用于各种化学反应.2-氧丙烯酸可以参与凝聚反应,作为合成包括制药和农用化学品在内的复杂分子的前体.此外,它可能在代谢途径中发挥作用,特别是在某些氨酸的降解中.安全数据表明,它应当谨慎处理,因为它在与皮肤或眼睛接触时可能会引起刺激.

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合成工艺路线路线简述

  • 合成目标产物 2-Oxopentanoic Acid 主要起始原料 2-Ketoglutaric Acid And D(-)-Norvaline
  • (文献来源)合成步骤主要原料 2-Ketoglutaric Acid 和 D(-)-Norvaline
📜L-正缬氨酸置于l-Alanine Dehydrogenase From Bacillus Subtilis,Nicotinamide Adenine Dinucleotide体系中,用 Aq. Phosphate Buffer 用作溶剂,化学反应生成2-戊酮酸
参考文献:高效酶促制备13N拉贝氨基酸:迈向多功能合成系统
标题:高效酶促制备13N拉贝氨基酸:迈向多功能合成系统
摘要:氮13可以有效地在生物医学回旋加速器中以不同化学形式产生,并且其稳定同位素存在于大多数生物活性分子中.因此,它可以代替氟18和碳11来制备正电子-发射极标记的放射性示踪剂;但是,其半衰期短,要求开发简单,快速和高效的合成工艺.在本文中,我们报告了通过使用l进行13 N标记氨基酸l-[ 13 N]丙氨酸,[ 13 N]甘氨酸和l-[ 13 N]丝氨酸的一锅法,酶促和非载体添加的合成.枯草芽孢杆菌的丙氨酸脱氢酶,一种通过使用烟酰胺腺嘌呤二核苷酸(nadh)作为氧化还原辅因子和氨作为胺源来催化α-酮酸还原胺化的酶.来自氨基酸假丝酵母的l-丙氨酸脱氢酶和甲酸脱氢酶在同一反应容器中的整合有助于nadh在氨基酸的放射化学合成过程中的原位再生,从而使辅因子的浓度降低了50倍而不会影响反应的进行.产量.优化实验条件后,放射化学产率足以在小型啮齿动物中进行体内成像研究.
Doi:10.1002/chem.201602471

海关参考信息

专利信息


专利号:US-8153839-B2
优先权日:2005-09-14
标题:Method for synthesis of keto acids or amino acids by hydration of acetylene compound
发明人:OGO SEIJI; FUKUZUMI SHUN-ICHI
权利人:OGO SEIJI; FUKUZUMI SHUN-ICHI; JAPAN SCIENCE & TECH AGENCY
摘要:An object of the present invention is to provide a method for synthesis of keto acids by hydration of an acetylene compound (acetylene-carboxylic acids) under mild conditions free from harmful mercury catalysts and a method for synthesis of amino acids from acetylene-carboxylic acids in a single container (one-pot or tandem synthesis). In one embodiment of the method according to the present invention for synthesis of keto acids, acetylene-carboxylic acids is hydrated in the presence of a metal salt represented by General Formula (1), n nwhere M 1 represents an element in Group VIII, IX, or X of the periodic table, and X 1 , X 2 , or X 3 ligand represents halogen, H 2 O, or a solvent molecule, and k represents a valence of a cation species, and Y represents an anion species, and L represents a valence of the anion species, and each of K and L independently represents 1 or 2, and k×m=L×n.

专利号:US-6133018-A
优先权日:1997-06-02
标 题 :Enzymatic synthesis of chiral amines using -2-amino propane as amine donor
发明人:WU WEI; BHATIA MOHIT B; LEWIS CRAIG M; LANG WEI; WANG ALICE L; MATCHAM GEORGE W
权利人:CELGRO
摘要:2-Aminopropane is used as the amine donor in the stereoselective synthesis of a chiral amine from a ketone with a transaminase. In a typical embodiment, (S)-1-methoxy-2-aminopropane is prepared by bringing methoxyacetone into contact with a transaminase in the presence of 2-aminopropane as an amine donor until a substantial amount of methoxyacetone is converted to (S)-1-methoxy-2-aminopropane and 2-aminopropane is converted to acetone. In a second embodiment, L-alanine is prepared by bringing pyruvic acid into contact with a transaminase in the presence of 2-aminopropane as an amine donor.

专利号:US-9085538-B2
优先权日:2010-07-26
标题:Process for the preparation of key intermediates for the synthesis of statins or pharmaceutically acceptable salts thereof
发明人:CASAR ZDENKO; STERK DAMJAN; JUKIC MARKO
权利人:CASAR ZDENKO; STERK DAMJAN; JUKIC MARKO; LEK PHARMACEUTICALS
摘要:The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

专利号:EP-1075534-B8
优先权日:1998-03-11
标 题 :Improvements in the enzymatic synthesis of chiral amines
发明人:WU WEI; BHATIA MOHIT B; LEWIS CRAIG M; LANG WEI; WANG ALICE; MATCHAM GEORGE W
权利人:CELGRO
摘要:2-Aminopropane is used as the amine donor in the stereoselective synthesis of a chiral amine from a ketone with a transaminase. In a typical embodiment, (S)-1-methoxy-2-aminopropane is prepared by bringing methoxyacetone into contact with a transaminase in the presence of 2-aminopropane as an amine donor until a substantial amount of methoxyacetone is converted to (S)-1-methoxy-2-aminopropane and 2-aminopropane is converted to acetone. In a second embodiment, L-alanine is prepared by bringing pyruvic acid into contact with a transaminase in the presence of 2-aminopropane as an amine donor.

专利号:WO-2018157942-A1
优先权日:2017-03-03
标题:Cell-free synthesis of isotopic labelled proteins from amino-acids precursors
发明人:CRUBLET ELODIE; IMBERT LIONEL; GANS PIERRE; BOISBOUVIER JÉRÔME; KERFAH RIME
权利人:NMR BIO; COMMISSARIAT ENERGIE ATOMIQUE; CENTRE NAT RECH SCIENT; UNIV GRENOBLE ALPES
摘要:Process of cell-free synthesis of a target protein, comprising at least the following steps: a. providing at least one precursor of an amino-acid, a cell-free extract comprising means for transforming said precursor of an amino-acid into the corresponding amino-acid, at least one tRNA for integrating said amino-acid into the corresponding target protein, in which the at least one precursor of amino-acid is an alpha-keto acid, with the proviso that 2-ketobutyric acid is excluded, b. mixing the compounds provided in step a) to obtain a mixture, c. adding to said mixture obtained in step b) a DNA or a mRNA coding to said target protein in order to produce said target protein.

专利号:WO-2023198025-A1
优先权日:2022-04-11
标题:Synthesis method and synthesis device for organic nitrogen-containing compound
发明人:LI GUANGQIN; Liao Peisen; XIAN JIAHUI; LI SUISHENG; ZHANG YAWEI
权利人:UNIV SUN YAT SEN
摘要:The present invention relates to the field of organic synthesis, specifically to a synthesis method and synthesis device for an organic nitrogen-containing compound. Provided in the present invention is a synthesis method for an organic nitrogen-containing compound. In the method provided in the present invention, a porous carbon material is used as a catalyst, organic nitrogen-containing compounds such as an oxime, an amine, a nitrile and an amino acid are synthesized by means of an electro-catalysis method, byproducts are unlikely to generate, and the method is safe and environmentally friendly. Experiments show that organic nitrogen-containing compounds such as an amino acid, an oxime, an amine and a nitrile are successfully synthesized by using the method of the present invention, and the method has good Faraday efficiency and yield. In the present application, the synthesis of the above organic nitrogen-containing compounds can be realized by using nitrogen oxide waste gas or waste water as a raw material; and by converting the nitrogen oxide waste gas or waste water, the utilization of waste is realized, and the benefits are maximized. Further provided in the present invention is a synthesis device for an organic nitrogen-containing compound, which device is used for solving the defects of high energy consumption, long consumption time, and complex product separation and purification of existing synthesis methods.

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主要参考文献

参考标题:Syntheses Of α-Hydroxyamino Acids From α-Keto Acids
作者:Afzal Ahmad |发布日期:1974.7
摘要:A New General Method For The Synthesis Of α-Hydroxyamino Acids Has Been Developed. Lithium Cyanohydridoborate Reduces α-Keto Acid Oximes To The Corresponding α-Hydroxyamino Acids And Not To The Corresponding α-Amino Acids.

合成参考文献


参考文献:10.1099/ijs.0.021105-0
摘要:Chimetto LA, Cleenwerck I, Brocchi M, Willems A, De Vos P, Thompson FL. Marinobacterium coralli sp. nov., isolated from mucus of coral (Mussismilia hispida). Int J Syst Evol Microbiol. 2011 Jan;61(Pt 1):60–4. doi: 10.1099/ijs.0.021105-0.
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