4-Chlorophenylacetic acid
(Synonyms: 4-氯苯乙酸) 目录号 : GC39779
4-Chlorophenylacetic acid 是一种小芳香族脂肪酸家族的化合物，具有抗癌特性的。4-Chlorophenylacetic acid 可为假单胞菌提供碳和能量。
Cas No.:1878-66-6
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
4-Chlorophenylacetic acid is a compound belongs to a family of small aromatic fatty acids with anticancer properties. 4-Chlorophenylacetic acid can provide carbon and energy for Pseudomonas sp[1][2].
[1]. U Klages, et al. Degradation of 4-chlorophenylacetic Acid by a Pseudomonas Species. J Bacteriol. 1981 Apr;146(1):64-8. [2]. Neil Sidell, et al. Inhibition of Estrogen-Induced Mammary Tumor Formation in MMTV-aromatase Transgenic Mice by 4-chlorophenylacetate. Cancer Lett. 2007 Jun 28;251(2):302-10.
| Cas No. | 1878-66-6 | SDF | |
| 别名 | 4-氯苯乙酸 | ||
| Canonical SMILES | OC(=O)CC1=CC=C(Cl)C=C1 | ||
| 分子式 | C8H7ClO2 | 分子量 | 170.59 |
| 溶解度 | DMSO: 100 mg/mL | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 5.862 mL | 29.31 mL | 58.6201 mL |
| 5 mM | 1.1724 mL | 5.862 mL | 11.724 mL |
| 10 mM | 0.5862 mL | 2.931 mL | 5.862 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Degradation of 4-Chlorophenylacetic acid by a Pseudomonas species
J Bacteriol 1981 Apr;146(1):64-8.PMID:7217006DOI:10.1128/jb.146.1.64-68.1981.
Pseudomonas sp. strain CBS3 was able to utilize 4-Chlorophenylacetic acid as the sole source of carbon and energy. When this strain was grown with 4-Chlorophenylacetic acid, homoprotocatechuic acid was found to be an intermediate which was further metabolized by the meta-cleavage pathway. Furthermore, three isomers of chlorohydroxyphenylacetic acid, two of them identified as 3-chloro-4-hydroxyphenylacetic acid and 4-chloro-3-hydroxyphenylacetic acid, were isolated from the culture medium. 4-Hydroxyphenylacetic acid was catabolized in a different manner by the glutathione-dependent homogentisate pathway. Degradation enzymes of both of these pathways were inducible.
Investigation of the co-metabolic transformation of 4-chlorostyrene into 4-Chlorophenylacetic acid in Pseudomonas fluorescens ST
Biotechnol Rep (Amst) 2018 Mar 19;18:e00248.PMID:29892568DOI:10.1016/j.btre.2018.e00248.
The side-chain oxygenation of styrene is able to yield substituted phenylacetic acids from corresponding styrenes by co-metabolic transformation. This co-metabolization was investigated in Pseudomonas fluorescens ST using 4-chlorostyrene as co-substrate. It was shown that non-substituted styrene is necessary to ensure the co-metabolic process. Furthermore, aspects affecting the co-transformation were studied, e.g. cell density, amount of inducer, pH, effects of co-substrate/co-product. It was demonstrated that 4-Chlorophenylacetic acid and 4-chlorostyrene are able to inhibit the reaction. But, these inhibitions are influenced by salt and trace elements. Finally, a protocol was established which considers all findings. Therewith, about 6.7 g L-1 co-product were obtained after 451 h. Compared to previous studies, the co-product concentration was improved by the factor 1.4 while the reaction time was decreased by the factor 18.5. The study offers also aspects for prospective improvements in order to establish an efficient way to gain substituted acids without genetic manipulation.
Bioactive Platinum(IV) Complexes Incorporating Halogenated Phenylacetates
Molecules 2022 Oct 21;27(20):7120.PMID:36296713DOI:10.3390/molecules27207120.
A new series of cytotoxic platinum(IV) complexes (1-8) incorporating halogenated phenylacetic acid derivatives (4-Chlorophenylacetic acid, 4-fluorophenylacetic acid, 4-bromophenylacetic acid and 4-iodophenylacetic acid) were synthesised and characterised using spectroscopic and spectrometric techniques. Complexes 1-8 were assessed on a panel of cell lines including HT29 colon, U87 glioblastoma, MCF-7 breast, A2780 ovarian, H460 lung, A431 skin, Du145 prostate, BE2-C neuroblastoma, SJ-G2 glioblastoma, MIA pancreas, the ADDP-resistant ovarian variant, and the non-tumour-derived MCF10A breast line. The in vitro cytotoxicity results confirmed the superior biological activity of the studied complexes, especially those containing 4-fluorophenylacetic acid and 4-bromophenylacetic acid ligands, namely 4 and 6, eliciting an average GI50 value of 20 nM over the range of cell lines tested. In the Du145 prostate cell line, 4 exhibited the highest degree of potency amongst the derivatives, displaying a GI50 value of 0.7 nM, which makes it 1700-fold more potent than cisplatin (1200 nM) and nearly 7-fold more potent than our lead complex, 56MESS (4.6 nM) in this cell line. Notably, in the ADDP-resistant ovarian variant cell line, 4 (6 nM) was found to be almost 4700-fold more potent than cisplatin. Reduction reaction experiments were also undertaken, along with studies aimed at determining the complexes' solubility, stability, lipophilicity, and reactive oxygen species production.
[Microbial degradation and 4-Chlorophenylacetic acid. Chemical synthesis of 3-chloro-4-hydroxy-, 4-chloro-3-hydroxy- and 4-chloro-2-hydroxyphenylacetic acid (author's transl)]
Hoppe Seylers Z Physiol Chem 1982 Apr;363(4):431-7.PMID:7076135doi
Pseudomonas spec. CBS 3 converts 4-Chlorophenylacetic acid partly into 3-chloro-4-hydroxy-, 4-chloro-3-hydroxy-, and 4-chloro-2-hydroxyphenylacetic acid by the action of monooxygenases. However, these compounds are not intermediates in the degradation of 4-Chlorophenylacetic acid. Pseudomonas spec. CBS 3 is not able to grow with 3-chloro-4-hydroxy- and 4-chloro-3-hydroxyphenylacetic acid as sole carbon source. 4-Chloro-2-hydroxyphenylacetic acid is slowly degraded forming 4-chloro-2,3-dihydroxyphenylacetic acid. The actual degradation of 4-Chlorophenylacetic acid seems to be initiated by the attack of a dioxygenase. The syntheses of 4-chloro-3-hydroxyphenylacetic acid and of 4-chloro-2-hydroxyphenylacetic acid are described.
Bacterial and fungal cometabolism of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane (DDT) and its breakdown products
Appl Environ Microbiol 1985 Mar;49(3):509-16.PMID:3994362DOI:10.1128/aem.49.3.509-516.1985.
Resting cells of bacteria grown in the presence of diphenylmethane oxidized substituted analogs such as 4-hydroxydiphenylmethane, bis(4-hydroxyphenyl)methane, bis(4-chlorophenyl)methane (DDM), benzhydrol, and 4,4'-dichlorobenzhydrol. Resting cells of bacteria grown with benzhydrol as the sole carbon source oxidized substituted benzhydrols such as 4-chlorobenzhydrol, 4,4'-dichlorobenzhydrol, and other metabolites of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane (DDT), such as DDM and bis(4-chlorophenyl)acetic acid. Bacteria and fungi converted 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane to 1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene, 1,1-dichloro-2,2-bis(4-chlorophenyl)ethane, DDM, 4,4'-dichlorobenzhydrol, and 4,4'-dichlorobenzophenone. Aspergillus conicus converted 55% of bis(4-chlorophenyl)acetic acid to unidentified or unextractable water-soluble products. Aspergillus niger and Penicillium brefeldianum converted 12.4 and 24.6%, respectively, of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane to water-soluble and unidentified products. 4-Chlorophenylacetic acid, a product of ring cleavage, was formed from DDM by a false smut fungus of rice. A. niger converted 4,4'-dichlorobenzophenone to 4-chlorobenzophenone and a methylated 4-chlorobenzophenone.