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2,5-Dihydroxybenzoic acid

matrix substance for MALDI-MS, >99.0% (HPLC)

Synonym(s):

2,5-DHBA, DHB, Gentisic acid, Hydroquinonecarboxylic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
490-79-9
Molecular Weight:
154.12
Beilstein:
2209119
EC Number:
207-718-5
MDL number:
MFCD00002460
UNSPSC Code:
12000000
PubChem Substance ID:
329769406
NACRES:
NA.21

grade

matrix substance for MALDI-MS

Assay

>99.0% (HPLC)

form

powder

analyte functional class(es)

polymers

analyte chemical class(es)

glycans, lipids, organic molecules, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

200-207 °C
204-208 °C (lit.)

cation traces

Ba: ≤5 mg/kg
Ca: ≤5 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
K: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤5 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

ε (extinction coefficient)

>2000 at 337 nm

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

2,5-Dihydroxybenzoic acid is an ionic liquid matrix used for the analysis of biomolecules using matrix-assisted laser desorption/ionization combined with mass spectrometry.
Most commonly used matrix for carbohydrates. For MALDI-MS of free neutral glycans. Produces [M+Na]+ ion; may show a weaker [M+K]+ ion. Other species may be generated by the addition of the appropriate inorganic salt.

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Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Matrix-assisted laser desorption/ionization mass spectrometry with additives to 2,5-di-hydroxy-benzoic acid.
Karas, M., et al.,
Org. Mass Spectrom., 28, 1476-1481 (1993)
2,5-Dihydroxybenzoic acid butylamine and other ionic liquid matrixes for enhanced MALDI-MS analysis of biomolecules
Mank M, et al.
Analytical Chemistry, 76(10), 2938-2950 (2004)
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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