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2′,6′-Dihydroxyacetophenone

matrix substance for MALDI-MS, ≥99.5%

Synonym(s):

2-Acetyl-1,3-dihydroxybenzene, 2-Acetylresorcinol, DHAP

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About This Item

Linear Formula:
(HO)2C6H3COCH3
CAS Number:
Molecular Weight:
152.15
Beilstein:
1366061
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)
≥99.5%

form

powder

analyte chemical class(es)

glycans, lipids, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

156-158 °C (lit.)

solubility

dioxane: 50 mg/mL, clear

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

CC(=O)c1c(O)cccc1O

InChI

1S/C8H8O3/c1-5(9)8-6(10)3-2-4-7(8)11/h2-4,10-11H,1H3

InChI key

YPTJKHVBDCRKNF-UHFFFAOYSA-N

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Application

Used with diammonium hydrogen citrate for MALDI-MS of PMP-labeled acidic and neutral glycans.

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Pictograms

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Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J J Pitt et al.
Analytical biochemistry, 248(1), 63-75 (1997-05-15)
The 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatives of monosaccharides, maltooligosaccharides, and oligosaccharides enzymatically released from asparagine-linked sites in ribonuclease B and fetuin have been investigated using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Use of the matrix 2,6-dihydroxyacetophenone containing diammonium hydrogen citrate (DHAP/DAHC)
Hay-Yan J Wang et al.
Journal of the American Society for Mass Spectrometry, 18(3), 567-577 (2006-12-13)
Cardiolipins (CL) are mitochondria specific lipids. They play a critical role in ATP synthesis mediated by oxidative phosphorylation. Abnormal CL distribution is associated with several disease states. MALDI-MS and MALDI-MS/MS were used to demonstrate in situ analysis and characterization of
MALDI mass spectrometry in the solution of some forensic problems.
R Seraglia et al.
Forensic science international, 146 Suppl, S83-S85 (2005-01-11)
Gheorghita Zbancioc et al.
Ultrasonics sonochemistry, 19(3), 399-403 (2011-09-13)
A new, selective, straightforward and general method for preparation of highly functionalized coronands or spiro derivatives bearing 1,2-dihydroxyacetophenone unit, under conventional conditions and ultrasonic irradiation, is reported. The reaction setup involves only one step, acylation of an α-chloro-3,4-dihydroxyacetophenone with phthaloyl
J J Gorman et al.
Rapid communications in mass spectrometry : RCM, 10(5), 529-536 (1996-01-01)
Several peptides were shown to undergo fragmentation during matrix-assisted laser desorption/ionization time-of-flight mass spectrometry to a degree which complicated their analysis using alpha-cyano-4-hydroxycinnamic acid (CHCA) as a matrix, even at threshold laser irradiance. These peptides included synthetic peptides, peptides isolated

Articles

Mass Spectrometry of Glycans, method comparison and products

Protocols

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies.

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