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Phenylglyoxylic acid Sale

(Synonyms: 苯甲酰甲酸; Benzoylformic acid) 目录号 : GC61424

Phenylglyoxylic acid (Benzoyl formate, Phenylglyoxalic acid, Phenylglyoxylate) is a key building block in the field of chemical synthesis and is widely used to synthesize pharmaceutical intermediates or food additives.

Phenylglyoxylic acid Chemical Structure

Cas No.:611-73-4

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500 mg
¥450.00
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产品描述

Phenylglyoxylic acid (Benzoyl formate, Phenylglyoxalic acid, Phenylglyoxylate) is a key building block in the field of chemical synthesis and is widely used to synthesize pharmaceutical intermediates or food additives.

Chemical Properties

Cas No. 611-73-4 SDF
别名 苯甲酰甲酸; Benzoylformic acid
Canonical SMILES O=C(O)C(C1=CC=CC=C1)=O
分子式 C8H6O3 分子量 150.13
溶解度 DMSO : 30mg/mL 储存条件 Store at -20°C
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1 mM 6.6609 mL 33.3045 mL 66.6089 mL
5 mM 1.3322 mL 6.6609 mL 13.3218 mL
10 mM 0.6661 mL 3.3304 mL 6.6609 mL
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Research Update

Photochemical C-H acetalization of O-heterocycles utilizing Phenylglyoxylic acid as the photoinitiator

Photochem Photobiol Sci 2022 May;21(5):687-694.PMID:34750786DOI:10.1007/s43630-021-00126-7.

A novel, mild, metal-free and easy-to-execute procedure for the C-H acetalization of O-heterocycles via visible light activation is presented, utilizing Phenylglyoxylic acid as the photoinitiator. Biomass-derived O-heterocycles, like THF, can be employed, while primary, secondary alcohols and alcohols bearing a variety of functionalities were succesfully employed, affording the desired acetals in high yields. Facile acidic deprotection was also performed.

Phenylglyoxylic acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C-H Functionalization of Heterocycles

ChemSusChem 2020 Nov 20;13(22):5934-5944.PMID:32833347DOI:10.1002/cssc.202001892.

C-H functionalization at the α-position of heterocycles has become a rapidly growing area of research. Herein, a cheap and efficient photochemical method was developed for the C-H functionalization of heterocycles. Phenylglyoxylic acid (PhCOCOOH) could behave as an alternative to metal-based catalysts and organic dyes and provided a very general and wide array of photochemical C-H alkylation, alkenylation, and alkynylation, as well as C-N bond forming reaction methodologies. This novel, mild, and metal-free protocol was successfully employed in the functionalization of a wide range of C-H bonds, utilizing not only O- or N-heterocycles, but also the less studied S-heterocycles.

One-Pot Synthesis of Phenylglyoxylic acid from Racemic Mandelic Acids via Cascade Biocatalysis

J Agric Food Chem 2019 Mar 13;67(10):2946-2953.PMID:30807132DOI:10.1021/acs.jafc.8b07295.

Phenylglyoxylic acid (PGA) are key building blocks and widely used to synthesize pharmaceutical intermediates or food additives. However, the existing synthetic methods for PGA generally involve toxic cyanide and complex processes. To explore an alternative method for PGA biosynthesis, we envisaged cascade biocatalysis for the one-pot synthesis of PGA from racemic mandelic acid. A novel mandelate racemase named ArMR showing higher expression level (216.9 U·mL-1 fermentation liquor) was cloned from Agrobacterium radiobacter and identified, and six recombinant Escherichia coli strains were engineered to coexpress three enzymes of mandelate racemase, d-mandelate dehydrogenase and l-lactate dehydrogenase, and transform racemic mandelic acid to PGA. Among them, the recombinant E. coli TCD 04, engineered to coexpress three enzymes of ArMR, LhDMDH, and LhLDH, can transform racemic mandelic acid (100 mM) to PGA with 98% conversion. Taken together, we provide a green approach for one-pot biosynthesis of PGA from racemic mandelic acid.

[Determination of Phenylglyoxylic acid and mandelic acid in urine by high performance liquid chromatography method]

Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi 2017 Oct 20;35(10):774-776.PMID:29294557DOI:10.3760/cma.j.issn.1001-9391.2017.10.018.

Objective: To revise the standard method for the determination of Phenylglyoxylic acid(PGA)and mandelic acid(MA) in urine by ultra-performance liquid chromatography. Methods: The original standard method was evaluated by experiment, and the chromatographic column, the detection limit,quantitation limit and stabilityof the method were studied. Results: The samples were separated by BEH Phenyl(50mm×2.1mm×1.7μm)column and the internal standard working curve method was used. The regression equations were y=3.660 7x+0.066 3 and y=5.161 2x-0.007 3 for MA and PGA respectively. Linear correlation coefficients were 0.999 3 and 0.999 1. Linearity ranges were 0.10-1.00 mg/ml,0.04-0.40 mg/ml. The recoveries of PGA and MA were 91.6%-97.1% and 84.3%-99.0%,the precision were 0.9%-4.6% and 0.5%-1.9%. The detection limit and quantitation limit of the method were 1.1 mg/L and 3.7 mg/L for PGA, 5.4 mg/L and 17.9 mg/L for MA. Conclusion: The method uses the phenyh modified chromatographic column, determines the detection limit. The method can improve quantitation limit, the detection accuracy and meet the detection of occupational population samples.

Determination of mandelic acid and Phenylglyoxylic acid in the urine and its use in monitoring of styrene exposure

J Anal Toxicol 1993 May-Jun;17(3):129-32.PMID:8336484DOI:10.1093/jat/17.3.129.

This paper describes a sensitive biological monitoring method for assessing exposure to styrene. Two major metabolites of styrene, mandelic acid (MA) and Phenylglyoxylic acid (PGA), were measured in urine using reversed-phase high-performance liquid chromatography with a variable wavelength UV detector. The urine sample (200 microL) was saturated with 60 mg of sodium chloride and spiked with 20 microL of internal standard (O-methyl hippuric acid). Hydrochloric acid (6N HCl) was added for acidification followed by extraction with ethyl acetate. The extract (0.5 mL) was dried and reconstituted with the mobile phase. The mobile phase used was water-methanol (90:10) with 0.5% acetic acid. The filtrate (5 microL) was injected into the HPLC with a C18 column. The detection limits for MA and PGA were estimated to be 5 mg/L and 0.5 mg/L, respectively. The average recovery was 96% for MA and 84% for PGA. The between-days coefficients of variation for both metabolites were generally less than 11%. The average within-day variations were usually less than 5%. The method was verified with urine samples collected from workers exposed to styrene. Excellent correlations were observed between environmental styrene exposure and urinary MA (r = 0.92) and PGA (r = 0.85), determined by using the present method. The procedure is sensitive and reproducible, and can be applied to occupational health measurement of styrene exposure.