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Supelco

2′,6′-Dihydroxyacetophenone

matrix substance for MALDI-MS, ≥99.5%

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Synonym(s):
2-Acetyl-1,3-dihydroxybenzene, 2-Acetylresorcinol, DHAP
Linear Formula:
(HO)2C6H3COCH3
CAS Number:
699-83-2
Molecular Weight:
152.15
Beilstein/REAXYS Number:
1366061
EC Number:
211-833-6
MDL number:
MFCD00002270
UNSPSC Code:
41116105
PubChem Substance ID:
329755650
NACRES:
NA.21

grade

matrix substance for MALDI-MS

Quality Level

100

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

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Dihydroxyacetone phosphate dilithium salt ≥93% dry basis (enzymatic)

Sigma-Aldrich

D7137

Dihydroxyacetone phosphate dilithium salt

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
Vahid Saheb et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 81(1), 144-150 (2011-07-19)
The Schiff base compound, N,N'-(2,2-dimetylpropane)-bis(dihydroxylacetophenone) (NDHA) is synthesized through the condensation of 2-hydroxylacetophenone and 2,2-dimethyl 1,3-amino propane in methanol at ambient temperature. The yellow crystalline precipitate is used for X-ray single-crystal determination and measuring Fourier transform infrared (FTIR), UV-visible, (1)H
Thomas Wenzel et al.
Rapid communications in mass spectrometry : RCM, 20(5), 785-789 (2006-02-04)
2,5-Dihydroxyacetophenone (DHAP) is presented as a matrix which enables highly sensitive matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometric analysis of peptides, proteins and glycoproteins on AnchorChip targets. Depending on the protein, lower fmol amounts can be detected due to the
Jainuch Kanchanapoo et al.
Life sciences, 78(14), 1630-1636 (2005-10-29)
The effects of the choleretic and cholesterol lowering compound, 2,4,6-trihydroxyacetophenone (THA) and its analog, 2,6-dihydroxyacetophenone (DHA), on ileal bile acid absorption were investigated in rats. THA inhibited taurocholate (TC) uptake into ileal brush-border membrane vesicles (BBMV), showing a maximum inhibition
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