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2,5-Dihydroxybenzoic acid

matrix substance for MALDI-MS, ≥99.5% (HPLC), Ultra pure

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Synonym(s):
2,5-DHBA, DHB, Gentisic acid, Hydroquinonecarboxylic acid
Linear Formula:
(HO)2C6H3CO2H
CAS Number:
Molecular Weight:
154.12
Beilstein:
2209119
EC Number:
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.21

grade

matrix substance for MALDI-MS

Quality Level

Assay

≥99.5% (HPLC)

analyte functional class(es)

polymers

analyte chemical class(es)

glycans, lipids, organic molecules, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

203-207 °C
204-208 °C (lit.)

solubility

methanol: 10 mg/mL, clear

cation traces

Al: ≤1 mg/kg
Ba: ≤1 mg/kg
Ca: ≤1 mg/kg
Cd: ≤1 mg/kg
Co: ≤1 mg/kg
Cr: ≤1 mg/kg
Cu: ≤1 mg/kg
Fe: ≤1 mg/kg
K: ≤1 mg/kg
Li: ≤1 mg/kg
Mg: ≤1 mg/kg
Mn: ≤1 mg/kg
Na: ≤1 mg/kg
Ni: ≤1 mg/kg
Pb: ≤1 mg/kg
Sr: ≤1 mg/kg
Zn: ≤1 mg/kg

SMILES string

OC(=O)c1cc(O)ccc1O

InChI

1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)

InChI key

WXTMDXOMEHJXQO-UHFFFAOYSA-N

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Application


  • Quantitative MALDI-MS and Imaging of Fungicide Pyrimethanil in Strawberries with 2-Nitrophloroglucinol as an Effective Matrix.: This research highlights the application of 2,5-Dihydroxybenzoic acid (DHB) as an effective matrix for MALDI-MS imaging, providing enhanced detection sensitivity for fungicides in agricultural samples. The study showcases DHB′s role in improving the quantification and spatial resolution of pesticide residues within fruit matrices, demonstrating its utility in food safety and chemical analysis (Liang et al., 2024).

  • A maize enzyme from the 2-oxoglutarate-dependent oxygenase family with unique kinetic properties, mediates resistance against pathogens and regulates senescence.: Utilizing 2,5-Dihydroxybenzoic acid in enzyme kinetics studies, this paper reveals its critical role in modulating plant defense mechanisms against pathogens. The study provides insights into the biochemical pathways influenced by DHB, underscoring its importance in plant biochemistry and resistance breeding (Casati et al., 2024).

  • Unveiling the distribution of free and bound phenolic acids, flavonoids, anthocyanins, and proanthocyanidins in pigmented and non-pigmented rice genotypes.: This comprehensive analysis employs 2,5-Dihydroxybenzoic acid to investigate the phenolic content in different rice varieties, highlighting its role in enhancing the detection of health-beneficial compounds. The research supports DHB′s application in nutritional studies and crop quality assessments (Thulasinathan et al., 2024).

  • Novel Small Molecule Matrix Screening for Simultaneous MALDI Mass Spectrometry Imaging of Multiple Lipids and Phytohormones.: Leveraging the chemical properties of 2,5-Dihydroxybenzoic acid, this study introduces a novel matrix for MALDI-MS imaging, enhancing the simultaneous visualization of lipids and phytohormones in biological tissues. It highlights the versatility of DHB in facilitating complex biochemical analyses (Shi et al., 2024).

  • 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine as a Novel Matrix for Enhanced MALDI Imaging of Tissue Metabolites.: This research demonstrates the use of DHB-based matrices to improve the MALDI imaging of metabolites, offering greater sensitivity and specificity in clinical diagnostics and metabolic studies. The findings contribute to the broader application of DHB in analytical chemistry (Wang et al., 2024).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Pictograms

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Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ya-Shiuan Lin et al.
Analytical chemistry, 74(22), 5793-5798 (2002-12-05)
This work presents a novel method for direct desorption/ ionization of analytes from sol-gel-derived film. 2,5-Dihydroxy benzoic acid (DHB), a common MALDI matrix, was incorporated into a sol-gel polymeric structure. The sol-gel-derived DHB thin film can assist the mass analysis
V. K. Ahluwalia
Intermediates for Organic Synthesis, 78-79 (2005)
F Bochner et al.
Clinical pharmacology and therapeutics, 30(2), 266-275 (1981-08-01)
Single oral doses of aspirin (ASA, 1,500 mg), sodium salicylate (NaSA, 1,500 mg, 1,200 mg), and salicyluric acid (SUA, 500 mg) were given to five subjects. Serial plasma and urine samples were collected for 24 hr (plasma) and up to
Houjiang Zhou et al.
Molecular & cellular proteomics : MCP, 10(10), M110-M110 (2011-07-01)
Metal and metal oxide chelating-based phosphopeptide enrichment technologies provide powerful tools for the in-depth profiling of phosphoproteomes. One weakness inherent to current enrichment strategies is poor binding of phosphopeptides containing multiple basic residues. The problem is exacerbated when strong cation
Stefania Montersino et al.
The Journal of biological chemistry, 288(36), 26235-26245 (2013-07-19)
3-Hydroxybenzoate 6-hydroxylase (3HB6H) from Rhodococcus jostii RHA1 is a dimeric flavoprotein that catalyzes the NADH- and oxygen-dependent para-hydroxylation of 3-hydroxybenzoate to 2,5-dihydroxybenzoate. In this study, we report the crystal structure of 3HB6H as expressed in Escherichia coli. The overall fold

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