4955-90-2

Usage

Uses

Used in Pharmaceutical Industry:
Sodium gentisate is used as an analgesic and anti-inflammatory agent for its pain-relieving and inflammation-reducing capabilities. It is particularly useful in the treatment of various conditions that cause pain and inflammation.
Used in Cosmetics Industry:
Sodium gentisate is used as an antioxidant and tyrosinase inhibitor for its ability to prevent oxidative damage and reduce the formation of melanin, which is responsible for skin pigmentation. This makes it a valuable ingredient in skincare products aimed at reducing hyperpigmentation and promoting an even skin tone.
Used in Chemical Synthesis:
Sodium gentisate is used as a reactant in oxidative coupling reactions, where it contributes to the formation of new compounds with antioxidant and tyrosinase inhibitory properties. These compounds can be utilized in various applications, such as pharmaceuticals, cosmetics, and other industries that require antioxidant or tyrosinase inhibitory activity.

InChI:InChI=1/C7H6O4.Na/c8-4-1-2-6(9)5(3-4)7(10)11;/h1-3,8-9H,(H,10,11);/q;+1/p-1

Upstream product

• 490-79-9 2,5-dihydroxybenzoic acid. 

Downstream Products

• 3958-79-0 methyl 3,6-dioxocyclohexa-1,4-diene-1-carboxylate 
• 490-79-9 2,5-dihydroxybenzoic acid. 
• 2150-46-1 Methyl 2,5-dihydroxybenzoate 
• 21782-87-6 2,5-dihydroxybenzoic acid benzyl ester 

Relevant academic research and scientific papers

Theoretical (in B3LYP/6-3111++G** level), spectroscopic (FT-IR, FT-Raman) and thermogravimetric studies of gentisic acid and sodium, copper(II) and cadmium(II) gentisates

The DFT calculations (B3LYP method with 6-311++G(d,p) mixed with LanL2DZ for transition metals basis sets) for different conformers of 2,5-dihydroxybenzoic acid (gentisic acid), sodium 2,5-dihydroxybenzoate (gentisate) and copper(II) and cadmium(II) genti

2,5-Dihydroxybenzoic acid salts for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric lipid analysis: Simplified spectra interpretation and insights into gas-phase fragmentation

RATIONALE: In the last decades the interest in lipids as important components of membranes has considerably increased. Nowadays, lipids are often routinely analyzed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). In this regard, many relevant aspects are so far unknown, e.g., gas-phase stabilities, adduct formation and fragmentation. To fill this gap, MALDI matrix salts are presented which allow for simplified lipid analysis and elucidation of the underlying gas-phase fragmentation mechanisms. METHODS: MALDI-TOF MS was used due to its beneficial properties for lipid investigations, e.g., high sensitivity, simple sample preparations, and a high tolerance to contaminants. The lipid hydrolysis, ionization and fragmentation properties of synthesized near neutral Na+ and NH 4+ salts of the commonly used MALDI matrix 2,5-dihydroxybenzoic acid were compared to that of DHB free acid itself as well as to base addition to DHB during dried-droplet sample preparation. RESULTS: Many lipid classes such as sterols, triacylglycerols, phosphatidylcholines and -ethanolamines undergo initial protonation with subsequent prompt partial up to quantitative fragmentation when analyzed with classical acidic matrices by MALDI-TOF MS. Neutral matrix salts can prevent initial analyte fragmentation by suppression of analyte protonation. Additionally, intramolecular gas-phase fragmentation reactions can be inhibited due to analyte stabilization by cation chelation. Base addition during sample preparation leads not only to in situ generation of matrix salts but also to analyte hydrolysis. CONCLUSIONS: Neutral DHB salts avoid separation of lipid species into several ionization states when used as matrices in MALDI-TOF MS. This allows for simplified lipid spectra interpretation. Due to the high cationization efficiency of DHB matrix salts, certain lipid classes become detectable which cannot be analyzed easily using standard acidic DHB. Copyright