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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:
Molecular Weight:
154.12
Beilstein:
2209119
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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
Naoki Sato
Plant & cell physiology, 56(10), 1890-1899 (2015-08-16)
Monogalactosyldiacylglycerol (MGDG) is ubiquitous in the photosynthetic membranes of cyanobacteria and chloroplasts. It is synthesized by galactosylation of diacylglycerol (DAG) in the chloroplasts, whereas it is produced by epimerization of monoglucosyldiacylglycerol (GlcDG) in at least several cyanobacteria that have been
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

Articles

Glycosylation is known to have profound influence on various physiochemical, cellular and biological functions of proteins. Alterations in this modification are known to affect the immune system and have been associated with various pathological states such as cancer, rheumatoid arthritis, and inflammatory diseases.

Protocols

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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