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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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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

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