(R)-2-chloropropionic acid | 28554-00-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-chloropropionic acid
• 英文别名: D-2-chloropropionic acid；(R)-2-chloropropanoic acid；(2R)-2-chloropropanoic acid；(R)-(+)-2-Chloropropionic acid
• CAS: 28554-00-9
• 化学式: C₃H₅ClO₂
• 分子量: 108.525
• InChiKey: GAWAYYRQGQZKCR-UWTATZPHSA-N

物化性质

• 物理描述：
  Chloropropionic acid appears as a colorless to white colored crystalline solid. Denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-chloropropionic acid 在 (R)-2-haloacid dehalogenase 作用下， 以 phosphate buffer 为溶剂， 生成 L-乳酸
  参考文献：
  名称：

  Immobilisation of the D-2-haloacid dehalogenase fromPseudomonas putida strain AJ1/23

  摘要：

  A variety of procedures were used to immobilise D-2-haloacid dehalogenase. Natural polymer supports were insufficiently robust to withstand degradation by high concentrations of 2-chloropropionate. The best results were obtained with enzyme covalently attached to controlled-pore glass via a diazo linkage. The immobilisation procedure was optimised with respect to enzyme loading, pH, temperature and the presence of substrate during attachment. Immobilisation significantly modified the kinetics of the enzyme, in particular improving its temperature stability and ability to withstand mildly alkaline conditions where it is most active. The performance of the immobilised preparation in batch and plug-flow bioreactors was assessed. Biocatalyst half-life in plug-flow reactors was better than in batch bioreactors whereas effectiveness factors, although concentration dependent in the batch reactor, were similar at least with 200 mM D,L-2-CPA as substrate.

  DOI：

  10.1007/bf00700457
• 作为产物：
  描述：

  D-丙氨酸 在 盐酸 、 sodium nitrite 作用下， 以65%的产率得到(R)-2-chloropropionic acid
  参考文献：
  名称：

  通往（5R）-硫代催乳素的灵活途径，这是天然存在的脂肪酸合成抑制剂。

  摘要：

  描述了一种以D-丙氨酸为手性来源的天然高效（5R）-硫代催乳素（1）的新型高效合成方法。

  DOI：

  10.1021/ol026685k
• 作为试剂：
  描述：

  1,2-dimethyl-1-cyclohexen-4-one 在 N1-((R)-(6-Methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)-4-(trifluoromethyl)benzene-1,2-diamine 、 (R)-2-chloropropionic acid 作用下， 以 甲苯 为溶剂， 反应 96.0h， 以88%的产率得到
  参考文献：
  名称：

  通过新型手性二胺催化剂的对映选择性异构化从苯甲醚制备手性环己烯酮的不对称方法

  摘要：

  开发了一种从苯甲醚制备光学活性手性环己-2-烯酮的三步不对称方法。关键的不对称诱导步骤是β,γ-不饱和环己-3-en-1-酮前所未有的催化对映选择性异构化为相应的α,β-不饱和手性烯酮。这种新的不对称转化是通过亚胺基催化与电子可调的新型有机催化剂的协同实现的。(-)-异棘花醛的对映选择性全合成凸显了该方法的合成效用。

  DOI：

  10.1021/ja308623n

文献信息

• [EN] HETEROCYCLYL SUBSTITUTED PYRROLOPYRIDINES THAT ARE INHIBITORS OF THE CDK12 KINASE<br/>[FR] PYRROLOPYRIDINES À SUBSTITUTION HÉTÉROCYCLYLE UTILISÉES EN TANT QU'INHIBITEURS DE LA KINASE CDK12
  申请人：UNIV NOTTINGHAM

  公开号：WO2019058132A1

  公开（公告）日：2019-03-28

  This invention relates to compounds that are inhibitors of the CDK12 kinase. The compounds are useful in the treatment of disorders mediated by CDK12 kinase including myotonic dystrophy type 1 (DM1) and other disorders caused by the generation of RNA repeat expansion transcripts. In particular,the invention relates to compounds of the formula (I), or a pharmaceutically acceptable salts or N-oxides thereof, wherein R1a, R2, R3, R4a, R4b and R4c are as defined herein.

  这项发明涉及抑制CDK12激酶的化合物。这些化合物可用于治疗由CDK12激酶介导的疾病，包括1型肌强直性营养不良（DM1）和其他由RNA重复扩展转录物引起的疾病。特别是，该发明涉及公式（I）的化合物，或其药用可接受的盐或N-氧化物，其中R1a, R2, R3, R4a, R4b和R4c按本文定义。
• Studies on immunoadjuvant active compounds. Part XXIX. Synthesis of N-(2-O-(2-acetamido-1,5-anhydro-2,3-dideoxy-D-glucitol-3-yl)-D-lactoyl)-L-alanyl-D-isoglutamine (1-deoxy-MDP) and some of its lipophilic analogs, and their immunoadjuvant activities.
  作者：Akira HASEGAWA、Yuichi HIOKI、Eiji SEKI、Makoto Kiso、Ichiro AZUMA

  DOI：10.1271/bbb1961.50.1873

  日期：——

  N-[2-O-(2-Acetamido-1, 5-anhydro-2, 3-dideoxy-D-glucitol-3-yl)-D-lactoyl]-L-alanyl-Disoglutamine (1-deoxy-MDP) and its lipophilic analogs were synthesized from 2-acetamido-3, 4, 6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride. The immunoadjuvant activity was examined in order to clarify the structural requirements of the carbohydrate moiety and the effects of the lipophilic character for this activity in N-acetylmuramoyl-L-alanyl-D-isoglutamine (MDP).

  N-[2-O-(2-乙酰胺基-1,5-脱水-2,3-二脱氧-D-葡萄糖醇-3-基)-D-乳酸]-L-丙氨酰-二谷氨酰胺（1-脱氧-MDP）及其脂溶性类似物是从2-乙酰胺基-3,4,6-三-O-乙酰-2-脱氧-α-D-葡萄糖吡喃糖基氯化物合成的。为阐明碳水化合物部分的结构要求以及脂溶性对N-乙酰胞壁酰-L-丙氨酰-D-异谷氨酰胺（MDP）中此活性的影响，对其免疫佐剂活性进行了研究。
• Mapping the substrate selectivity of new hydrolases using colorimetric screening: lipases from Bacillus thermocatenulatus and Ophiostoma piliferum, esterases from Pseudomonas fluorescens and Streptomyces diastatochromogenes
  作者：Andrew Man Fai Liu、Neil A Somers、Romas J Kazlauskas、Terry S Brush、Frank Zocher、Markus M Enzelberger、Uwe T Bornscheuer、Geoff P Horsman、Alessandra Mezzetti、Claudia Schmidt-Dannert、Rolf D Schmid

  DOI：10.1016/s0957-4166(01)00072-6

  日期：2001.3

  screened a general library of 29 substrates and a chiral library of 23 pairs of enantiomers. All four hydrolases catalysed the hydrolysis of unnatural substrates, but the two lipases accepted a broader range of substrates than the two esterases. As expected, the two lipases favoured more hydrophobic substrates, while the two esterases showed a preference for smaller substrates. Several moderately enantioselective

  生物化学和分子生物学的最新进展简化了新型水解酶的发现和制备。尽管这些水解酶可能解决了有机合成中的问题，但测量其选择性（尤其是对映选择性）仍然繁琐且耗时。最近，我们开发了一种比色筛选方法来测量水解酶的对映选择性。在这里，我们应用这种快速筛选方法来绘制四种新型水解酶的底物选择性图：来自嗜热芽孢杆菌的脂肪酶（DSM 730，BTL2）和丝状真菌Ophiostoma piliferum（NRRL 18917，OPL）以及来自两种细菌荧光假单胞菌（Pseudomonas fluorescens（ SIK-W1，酯酶I，PFE）和链霉菌（Tü20，SDE）。我们筛选了29种底物的通用文库和23对对映异构体的手性文库。所有四种水解酶均催化非天然底物的水解，但是与两种酯酶相比，两种脂肪酶接受的底物范围更广。不出所料，这两种脂肪酶偏爱疏水性更高的底物，而两种酯酶则偏爱较小的底物。确认了该酚醛酸酯的一些中等对映选择性反应：BTL2，丁酸酯，E
• CYCLOPROPYL CONTAINING OXAZOLIDINONE ANTIBIOTICS AND DERIVATIVES THEREOF
  申请人：——

  公开号：US20030225107A1

  公开（公告）日：2003-12-04

  This invention relates to new oxazolidinones having a cyclopropyl moiety, which are effective against aerobic and anerobic pathogens such as multi-resistant staphylococci, streptococci and enterococci, Bacteroides spp., Clostridia spp. species, as well as acid-fast organisms such as Mycobacterium tuberculosis and other mycobacterial species. The compounds are represented by structural formula I: 1 its enantiomer, diastereomer, or pharmaceutically acceptable salt or ester thereof.

  这项发明涉及新的含有环丙基基团的噁唑烷酮类化合物，这些化合物对包括多耐药葡萄球菌、链球菌和肠球菌、拟杆菌属、梭菌属等好氧菌和厌氧菌，以及结核分枝杆菌和其他分枝杆菌属等抗酸菌有效。这些化合物由结构式I表示：1其对应的手性异构体、对映异构体或药用可接受的盐或酯。
• Design and synthesis of chromogenic thiopeptolide substrates as MetAPs active site probes
  作者：Yong-Mei Cui、Jing-Ya Li、Ling-Ling Chen、Jia Li、Qi-Zhuang Ye、Fa-Jun Nan

  DOI：10.1016/j.bmc.2004.03.044

  日期：2004.6

  Twenty one chromogenic thiopeptolide substrates were designed and synthesized as the active site probes and analyzed with each S1 site of mutant residues and enzymes of wild-type MetAP1s. The preliminary enzymatic experiments indicate that cysteine 70 or 202, at either Escherichia coli or human MetAP1, played a crucial role in the methionine hydrolysis.

  设计并合成了二十一种生色硫代peptolide底物作为活性位点探针，并用突变型残基的每个S1位点和野生型MetAP1s的酶进行了分析。初步的酶促实验表明，大肠杆菌或人MetAP1上的半胱氨酸70或202在蛋氨酸水解中起着至关重要的作用。

表征谱图