13244-78-5

Basic information

• Product Name: (R)-Hydroxy(4-hydroxyphenyl)acetic acid
• Synonyms: (R)-2-Hydroxy-2-(4-hydroxyphenyl)acetic acid;(R)-4,α-Dihydroxybenzeneacetic acid;(R)-Hydroxy(4-hydroxyphenyl)acetic acid;4-Hydroxy-D-mandelic acid;PHMA;Pisolithin B;(R)-4-hydroxymandelic acid
• CAS NO: 13244-78-5
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• Mol File: 13244-78-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-Hydroxy(4-hydroxyphenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Hydroxy(4-hydroxyphenyl)acetic acid(13244-78-5)
• EPA Substance Registry System: (R)-Hydroxy(4-hydroxyphenyl)acetic acid(13244-78-5)

Safety Data

• Hazardous Substances Data: 13244-78-5(Hazardous Substances Data)

Usage

General Description

(R)-Hydroxy(4-hydroxyphenyl)acetic acid is a chemical compound with the molecular formula C8H8O4. It is a derivative of phenylacetic acid and contains a hydroxy group and a carboxylic acid group. (R)-Hydroxy(4-hydroxyphenyl)acetic acid has potential applications in the pharmaceutical industry, particularly in the development of new drugs. It has been studied for its potential antioxidant and anti-inflammatory properties, making it a candidate for use in the treatment of various conditions. Additionally, its chemical structure and properties make it a potential candidate for use in the synthesis of other compounds and as a building block in organic chemistry.

Upstream product

• 15573-67-8 pisolithin A 
• 1198-84-1 4-hydroxymandelic acid 
• 108-05-4 vinyl acetate 

Downstream Products

• 74464-97-4 (-)-4-benzyloxymandelic acid 

Relevant articles and documents

Identification and Profiling of a Novel Diazaspiro[3.4]octane Chemical Series Active against Multiple Stages of the Human Malaria Parasite Plasmodium falciparum and Optimization Efforts

A novel diazaspiro[3.4]octane series was identified from a Plasmodium falciparum whole-cell high-throughput screening campaign. Hits displayed activity against multiple stages of the parasite lifecycle, which together with a novel sp3-rich scaffold provided an attractive starting point for a hit-to-lead medicinal chemistry optimization and biological profiling program. Structure-activity-relationship studies led to the identification of compounds that showed low nanomolar asexual blood-stage activity (50 nM) together with strong gametocyte sterilizing properties that translated to transmission-blocking activity in the standard membrane feeding assay. Mechanistic studies through resistance selection with one of the analogues followed by whole-genome sequencing implicated the P. falciparum cyclic amine resistance locus in the mode of resistance.

Asymmetric synthesis of optically active methyl-2-benzamido-methyl-3-hydroxy-butyrate by robust short-chain alcohol dehydrogenases from Burkholderia gladioli

Three short-chain alcohol dehydrogenases from Burkholderia gladioli were discovered for their great potential in the dynamic kinetic asymmetric transformation of methyl 2-benzamido-methyl-3-oxobutanoate, and their screening against varied organic solvents and substrates. This is the first report of recombinant enzymes capable of achieving this reaction with the highest enantio- and diastereo-selectivity.

Retention and selectivity of teicoplanin stationary phases after copper complexation and isotopic exchange

Teicoplanin is a macrocyclic glycopeptide that is highly effective as a chiral selector for LC enantiomeric separations. Two possible interaction paths were investigated and related to solute retention and selectivity: (1) interactions with the only teicoplanin amine group and (2) role of hydrogen bonding interactions. Mobile phases containing 0.5 and 5 mM copper ions were used to try to block the amine group. In the presence of copper ions, it was found that the teicoplanin stationary phase has a decreased ability to separate most underivatized racemic amino acids. However, it maintained its ability to separate enantiomers that were not α - amino acids. It is established that there is little copper - teicoplanin complex formation. The effect of Cu2+ on the enantioseparation of some α - amino acids appears to be due to the fact that these solutes are good bidentate ligands and form complexes with copper ions in the mobile phase. Isotopic exchange with deuterium oxide was performed using acetonitrile - heavy water mobile phases. It was found that the retention times of all amino acids were lower with deuterated mobile phases. The retention times of polar or apolar molecules without amine groups were higher with deuterated mobiles phases. In all cases, the enantio-selectivity factors were unaffected by the deuterium exchange. It is proposed that the electrostatic interactions are decreased in the deuterated mobile phases and the solute-accessible stationary-phase volume is somewhat swollen by deuterium oxide. The balance of these effects is a decrease in the amino acid retention times and an increase in the apolar solute retention time. The enantio-selectivity factors of all of the molecules remain unchanged because all of the interactions are changed equally. We propose a new global quality criterion (the E factor) for comparing and evaluating enantiomeric separations.