Category: 33697-81-3

Gabor, Krisztina published the artcileCharacterization of CprK1, a CRP/FNR-type transcriptional regulator of halorespiration from Desulfitobacterium hafniense, Related Products of chlorides-buliding-blocks, the publication is Journal of Bacteriology (2006), 188(7), 2604-2613, database is CAplus and MEDLINE.

The recently identified CprK branch of the CRP (cAMP receptor protein)-FNR (fumarate and nitrate reduction regulator) family of transcriptional regulators includes proteins that activate the transcription of genes encoding proteins involved in reductive dehalogenation of chlorinated aromatic compounds Here we report the characterization of the CprK1 protein from Desulfitobacterium hafniense, an anaerobic low-G+C gram-pos. bacterium that is capable of reductive dechlorination of 3-chloro-4-hydroxyphenylacetic acid (Cl-OHPA). The gene encoding CprK1 was cloned and functionally overexpressed in Escherichia coli, and the protein was subsequently purified to homogeneity. To investigate the interaction of CprK1 with three of its predicted binding sequences (dehaloboxes), we performed in vitro DNA-binding assays (electrophoretic mobility shift assays) as well as in vivo promoter probe assays. These results show that CprK1 binds its target dehaloboxes with high affinity (dissociation constant, 90 nM) in the presence of Cl-OHPA and that transcriptional initiation by CprK1 is influenced by deviations in the dehaloboxes from the consensus TTAAT—-ATTAA sequence. A mutant CprK1 protein was created by a Val→Glu substitution at a conserved position in the recognition α-helix that gained FNR-type DNA-binding specificity, recognizing the TTGAT—-ATCAA sequence (FNR box) instead of the dehaloboxes. CprK1 was subject to oxidative inactivation in vitro, most likely caused by the formation of an intermol. disulfide bridge between Cys11 and Cys200. The possibility of redox regulation of CprK1 by a thiol-disulfide exchange reaction was investigated by using two Cys→Ser mutants. These results indicate that a Cys11-Cys200 disulfide bridge does not appear to play a physiol. role in the regulation of CprK1.

Journal of Bacteriology published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chittiboyina, Amar G. published the artcileDesign and Synthesis of the First Generation of Dithiolane Thiazolidinedione- and Phenylacetic Acid-Based PPARγ Agonists, COA of Formula: C8H7ClO3, the publication is Journal of Medicinal Chemistry (2006), 49(14), 4072-4084, database is CAplus and MEDLINE.

A series of novel derivatives of potent antioxidant vitamin, α-lipoic acid, and related analogs were designed, synthesized, and evaluated for their PPARγ agonist activities. Compounds I and the water soluble analog II (R = COCH₂NH₂.HCl) were found to be potent PPARγ agonists. I appeared to have a significant role in improving insulin sensitivity and reducing triglyceride levels in fa/fa rats as well as inhibited proliferation of a variety of normal and neoplastic cultured human cell types. These novel compounds may prove efficacious not only in the treatment of Type 2 diabetes, but also atherosclerosis, prevention of vascular restenosis, and inflammatory skin diseases.

Journal of Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, COA of Formula: C8H7ClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Smidt, Hauke published the artcileTranscriptional regulation of the cpr gene cluster in ortho-chlorophenol-respiring Desulfitobacterium dehalogenans, COA of Formula: C8H7ClO3, the publication is Journal of Bacteriology (2000), 182(20), 5683-5691, database is CAplus and MEDLINE.

To characterize the expression and possible regulation of reductive dehalogenation in halorespiring bacteria, a 11.5-kb genomic fragment containing the o-chlorophenol reductive dehalogenase-encoding cprBA genes of the gram-pos. bacterium Desulfitobacterium dehalogenans was subjected to detailed mol. characterization. Sequence anal. revealed the presence of eight designated genes with the order cprTKZEBACD and with the same polarity except for cprT. The deduced cprC and cprK gene products belong to the NirI/NosR and CRP-FNR families of transcription regulatory proteins, resp. CprD and CprE are predicted to be mol. chaperones of the GroEL type, whereas cprT may encode a homolog of the trigger factor folding catalysts. Northern blot anal., reverse transcriptase PCR, and primer extension anal. were used to elucidate the transcriptional organization and regulation of the cpr gene cluster. Results indicated halorespiration-specific transcriptional induction of the monocistronic cprT gene and the biscistronic cprBA and cprZE genes. Occasional read-through at cprC gives rise to a tetracistronic cprBACD transcript. Transcription of cprBA was induced 15-fold upon addition of the o-chlorophenolic substrate 3-chloro-4-hydroxyphenylacetic acid within 30 min with concomitant induction of dehalogenation activity. Putative regulatory protein binding motifs that to some extent resemble the FNR box were identified in the cprT-cprK and cprK-cprZ intergenic regions and the promoter at cprB, suggesting a role for FNR-like CprK in the control of expression of the cprTKZEBACD genes.

Journal of Bacteriology published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C14H10O4, COA of Formula: C8H7ClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Imanishi, Masashi published the artcileDiscovery of a Novel Series of Biphenyl Benzoic Acid Derivatives as Potent and Selective Human β₃-Adrenergic Receptor Agonists with Good Oral Bioavailability. Part I, Category: chlorides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2008), 51(6), 1925-1944, database is CAplus and MEDLINE.

A novel class of biphenyl analogs containing a benzoic acid moiety based on lead compound I have been identified as potent and selective human β₃ adrenergic receptor (β₃-AR) agonists with good oral bioavailability and long plasma half-life. After further substituent effects were investigated at the terminal Ph ring of lead compound I, it has been discovered that more lipophilic substitution at the R position improved potency and selectivity. As a result of these studies, II and III were identified as the leading candidates with the best balance of potency, selectivity, and pharmacokinetic profiles. In addition, compounds II and III were evaluated to be efficacious for a carbachol-induced increase of intravesical pressure, such as an overactive bladder model in anesthetized dogs. This represents the first demonstrated result dealing with β₃-AR agonists.

Journal of Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tanaka, Nobuyuki published the artcileRelationship between Stereochemistry and the β₃-Adrenoceptor Agonistic Activity of 4′-Hydroxynorephedrine Derivative as an Agent for Treatment of Frequent Urination and Urinary Incontinence, Computed Properties of 33697-81-3, the publication is Journal of Medicinal Chemistry (2003), 46(1), 105-112, database is CAplus and MEDLINE.

This report proposes a β₃-adrenoceptor (AR) selective agonist, 2-[2-chloro-4-(2-{[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)phenoxy]acetic acid (I), as a novel agent for treating urinary bladder dysfunction. This compound and its relatives have a unique feature among β₃-AR agonists: two chiral carbons are adjacently structured on the left side of the mol. To study the relationship between the stereoconfiguration of the vicinal chiral carbons in I and β-AR agonistic activity, the four stereoisomers were synthesized via oxazolidinone prepared by intracyclization involving inversion of the β-hydroxy group. The in vitro assays using rat atria for β₁-AR, rat uteri for β₂-AR, and ferret detrusor for β₃-AR showed that I possessed potent β₃-AR agonistic activity (EC₅₀ = 3.85 nM) and 3700- and 1700-fold selectivity for β₃-AR relative to β₁– and β₂-AR, resp. Comparison of the four isomers revealed that the (αS,βR)-compound (I) was not only the most potent agonist but was also the most selective for β₃-AR. In the anesthetized rat, i.v. administration of I brought about a sufficient decrement of the intrabladder pressure (ED₅₀ = 12 μg/kg), and intraduodenal administration of the Et ester of I, led to same result (ED₅₀ = 0.65 mg/kg). Moreover, no effects on the cardiovascular system were observed in either test.

Journal of Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C2H3N3, Computed Properties of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Mineno, T. published the artcileSolution-phase parallel synthesis of an isoflavone library for the discovery of novel antigiardial agents, Synthetic Route of 33697-81-3, the publication is Combinatorial Chemistry and High Throughput Screening (2002), 5(6), 481-487, database is CAplus and MEDLINE.

Combinatorial chem. has become a dramatically useful tool for the development of new medicinal agents. In the search to discover a novel and effective lead for the treatment of giardiasis, solution-phase synthesis of a library of isoflavone derivatives, e.g. I and II, has been accomplished by reacting the corresponding resorcinols with Ph acetic acid derivatives Of the products screened, several compounds such as I and II exhibited potent antigiardial activity. The details of synthesis, in vitro antigiardial assay, and preliminary structure-activity relationships of these compounds are described.

Combinatorial Chemistry and High Throughput Screening published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Synthetic Route of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Niggemyer, Allison published the artcileIsolation and characterization of a novel As(V)-reducing bacterium: implications for arsenic mobilization and the genus Desulfitobacterium, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Applied and Environmental Microbiology (2001), 67(12), 5568-5580, database is CAplus and MEDLINE.

Dissimilatory arsenate-reducing bacteria have been implicated in the mobilization of arsenic from arsenic-enriched sediments. An As(V)-reducing bacterium, designated strain GBFH, was isolated from arsenic-contaminated sediments of Lake Coeur d’Alene, Idaho. Strain GBFH couples the oxidation of formate to the reduction of As(V) when formate is supplied as the sole carbon source and electron donor. Addnl., strain GBFH is capable of reducing As(V), Fe(III), Se(VI), Mn(IV) and a variety of oxidized sulfur species. 16S ribosomal DNA sequence comparisons reveal that strain GBFH is closely related to Desulfitobacterium hafniense DCB-2^T and Desulfitobacterium frappieri PCP-1^T. Comparative physiol. demonstrates that D. hafniense and D. frappieri, known for reductively dechlorinating chlorophenols, are also capable of toxic metal or metalloid respiration. DNA-DNA hybridization and comparative physiol. studies suggest that D. hafniense, D. frappieri, and strain GBFH should be united into one species. The isolation of an Fe(III)- and As(V)-reducing bacterium from Lake Coeur d’Alene suggests a mechanism for arsenic mobilization in these contaminated sediments while the discovery of metal or metalloid respiration in the genus Desulfitobacterium has implications for environments cocontaminated with arsenious and chlorophenolic compounds

Applied and Environmental Microbiology published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Salas-Reyes, V. published the artcileSynthesis and characterization of bis[(3-chloro-4-dodecyloxyphenyl)malondialdehyde] complexes of copper(II) and nickel(II), Synthetic Route of 33697-81-3, the publication is Zeitschrift fuer Naturforschung, B: Chemical Sciences (1996), 51(12), 1679-1682, database is CAplus.

Bis[(3-chloro-4-dodecyloxyphenyl)malondialdehyde] copper(II) and its nickel homolog were synthesized. The Cu complex shows a narrow (15°) nematic phase below its clearing temperature The Ni complex is polymeric in nature.

Zeitschrift fuer Naturforschung, B: Chemical Sciences published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Synthetic Route of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lankova, Martina published the artcileAuxin influx inhibitors 1-NOA, 2-NOA, and CHPAA interfere with membrane dynamics in tobacco cells, Product Details of C8H7ClO3, the publication is Journal of Experimental Botany (2010), 61(13), 3589-3598, database is CAplus and MEDLINE.

The phytohormone auxin is transported through the plant body either via vascular pathways or from cell to cell by specialized polar transport machinery. This machinery consists of a balanced system of passive diffusion combined with the activities of auxin influx and efflux carriers. Synthetic auxins that differ in the mechanisms of their transport across the plasma membrane together with polar auxin transport inhibitors have been used in many studies on particular auxin carriers and their role in plant development. However, the exact mechanism of action of auxin efflux and influx inhibitors has not been fully elucidated. In this report, the mechanism of action of the auxin influx inhibitors (1-naphthoxyacetic acid (1-NOA), 2-naphthoxyacetic acid (2-NOA), and 3-chloro-4-hydroxyphenylacetic acid (CHPAA)) is examined by direct measurements of auxin accumulation, cellular phenotypic anal., as well as by localization studies of Arabidopsis thaliana auxin carriers heterologously expressed in Nicotiana tabacum, cv. Bright Yellow cell suspensions. The mode of action of 1-NOA, 2-NOA, and CHPAA has been shown to be linked with the dynamics of the plasma membrane. The most potent inhibitor, 1-NOA, blocked the activities of both auxin influx and efflux carriers, whereas 2-NOA and CHPAA at the same concentration preferentially inhibited auxin influx. The results suggest that these, previously unknown, activities of putative auxin influx inhibitors regulate overall auxin transport across the plasma membrane depending on the dynamics of particular membrane vesicles.

Journal of Experimental Botany published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Product Details of C8H7ClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Sun, Weimei published the artcileTargeting enteropeptidase with reversible covalent inhibitors to achieve metabolic benefits, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Journal of Pharmacology and Experimental Therapeutics (2020), 375(3), 510-521, database is CAplus and MEDLINE.

Inhibition of the serine protease enteropeptidase (EP) opens a new avenue to the discovery of chemotherapeutics for the treatment of metabolic diseases. Camostat has been used clin. for treating chronic pancreatitis in Japan; however, the mechanistic basis of the observed clin. efficacy has not been fully elucidated. We demonstrate that camostat is a potent reversible covalent inhibitor of EP, with an inhibition potency (kinact/KI) of 1.5 x 104 M-1s-1. High-resolution liquid chromatog.-mass spectrometry (LC-MS) showed addition of 161.6 Da to EP after the reaction with camostat, consistent with insertion of the carboxyphenylguanidine moiety of camostat. Covalent inhibition of EP by camostat is reversible, with an enzyme reactivation half-life of 14.3 h. Formation of a covalent adduct was further supported by a crystal structure resolved to 2.19 Å, showing modification of the catalytic serine of EP by a close analog of camostat, leading to formation of the carboxyphenylguanidine acyl enzyme identical to that expected for the reaction with camostat. Of particular note, minor structural modifications of camostat led to changes in the mechanism of inhibition. We observed from other studies that sustained inhibition of EP is required to effect a reduction in cumulative food intake and body weight, with concomitant improved blood glucose levels in obese and diabetic leptin-deficient mice. Thus, the structure-activity relationship needs to be driven by not only the inhibition potency but also the mechanistic and kinetic characterization. Our findings support EP as a target for the treatment of metabolic diseases and demonstrate that reversible covalent EP inhibitors show clin. relevant efficacy.

Journal of Pharmacology and Experimental Therapeutics published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C12H10F2Si, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics