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(R)-Mandelic acid

CAS# 611-71-2

(R)-Mandelic acid

2D Structure

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Quality Control of (R)-Mandelic acid

3D structure

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(R)-Mandelic acid

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Chemical Properties of (R)-Mandelic acid

Cas No. 611-71-2 SDF Download SDF
PubChem ID 11914 Appearance Powder
Formula C8H8O3 M.Wt 152.15
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R)-2-hydroxy-2-phenylacetic acid
SMILES C1=CC=C(C=C1)C(C(=O)O)O
Standard InChIKey IWYDHOAUDWTVEP-SSDOTTSWSA-N
Standard InChI InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of (R)-Mandelic acid

From Semen Armeniacae Amarum

Protocol of (R)-Mandelic acid

Structure Identification
Sensors & Actuators B Chemical, 2011, 155(1):140-144.

Enantioselective recognition of chiral mandelic acid in the presence of Zn(II) ions by l -cysteine-modified electrode[Reference: WebLink]

An obviously enantioselective strategy for the recognition of Mandelic acid (MA) enantiomers in the presence of Zn(II) ions on a l-cysteine ( l-Cys) self-assembled gold electrode is described.
METHODS AND RESULTS:
The high recognition of MA was evaluated via electrochemical impedance spectroscopy and cyclic voltammetry. After the modified electrode interacted with R- or S-MA solution containing Zn(II) ions for 10 min, larger electrochemical response signals were observed for R-MA. Time dependencies of the enantioselective interaction for the modified electrode with the solitary Zn(II) solution and MA enantiomers solutions containing Zn(II) were also investigated.
CONCLUSIONS:
The results showed that the enantioselective recognition was caused by the selective formation of Zn complex with l-Cys and MA enantiomers. In addition, the enantiomeric composition of R- and S-MA enantiomer mixtures could be monitored by measuring the current responses of the sample.

(R)-Mandelic acid Dilution Calculator

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(R)-Mandelic acid Molarity Calculator

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Preparing Stock Solutions of (R)-Mandelic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.5725 mL 32.8623 mL 65.7246 mL 131.4492 mL 164.3115 mL
5 mM 1.3145 mL 6.5725 mL 13.1449 mL 26.2898 mL 32.8623 mL
10 mM 0.6572 mL 3.2862 mL 6.5725 mL 13.1449 mL 16.4312 mL
50 mM 0.1314 mL 0.6572 mL 1.3145 mL 2.629 mL 3.2862 mL
100 mM 0.0657 mL 0.3286 mL 0.6572 mL 1.3145 mL 1.6431 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on (R)-Mandelic acid

Biocatalytic production of mandelic acid and analogues: a review and comparison with chemical processes.[Pubmed:29525852]

Appl Microbiol Biotechnol. 2018 May;102(9):3893-3900.

The aim of this study is to summarize the current progress in the design of biocatalytic processes applicable for the production of optically pure mandelic acids and their analogues. These compounds are used as building blocks for pharmaceutical chemistry and as chiral resolving agents. Their enzymatic syntheses mainly employed nitrile hydrolysis with nitrilases, ester hydrolysis, ammonolysis or esterification with lipases or esterases, and ketone reduction or alcohol oxidation with dehydrogenases. Each of these methods will be characterized in terms of its product concentrations, enantioselectivities, and the types of catalysts used. This review will focus on the dynamic kinetic resolution of mandelonitrile and analogues by nitrilases resulting in the production of high concentrations of (R)-Mandelic acid or (R)-2-chloromandelic acid with excellent e.e. Currently, there is no comparable process for (S)-mandelic acids. However, the coupling of the S-selective cyanation of benzaldehyde with the enantioretentive hydrolysis of (S)-mandelonitrile thus obtained is a promising strategy. The major product can be changed from (S)-acid to (S)-amide using nitrilase mutants. The competitiveness of the biocatalytic and chemical processes will be assessed. This review covers the literature published within 2003-2017.

Description

D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.

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