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Supelco

2′,4′,6′-Trihydroxyacetophenone monohydrate

matrix substance for MALDI-MS, ≥99.5%

Synonym(s):

2-Acetylphloroglucinol, THAP

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About This Item

Linear Formula:
(HO)3C6H2COCH3·H2O
CAS Number:
249278-28-2
Molecular Weight:
186.16
Beilstein/REAXYS Number:
9288656
MDL number:
MFCD00149091
UNSPSC Code:
12000000
PubChem Substance ID:
329770099
NACRES:
NA.21

grade

matrix substance for MALDI-MS

Quality Level

100

assay

≥99.5% (HPLC)
≥99.5%

form

solid

analyte chemical class(es)

glycans, oligonucleotides, peptides, proteins

technique(s)

MALDI-MS: suitable

color

light yellow

mp

218-222 °C
219-221 °C (lit.)

cation traces

Ca: ≤200 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

suitability

in accordance for UV test

SMILES string

O.CC(=O)c1c(O)cc(O)cc1O

InChI

1S/C8H8O4.H2O/c1-4(9)8-6(11)2-5(10)3-7(8)12;/h2-3,10-12H,1H3;1H2

InChI key

GDSIBPPJKSBCMF-UHFFFAOYSA-N

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General description

MALDI-MS analyzes require highest purity matrices and reagents, as organic or trace metal contamination causes adverse effects during crystallization, ionization or measurement. Therefore, our portfolio of MALDI matrices and reagents such as 2′,4′,6′-Trihydroxyacetophenone monohydrate are designed to fulfill the demanding requirements of today′s challenging applications.

Application

2′,4′,6′-Trihydroxyacetophenone monohydrate has been used as a matrix for oligosaccharide and glycopeptide analysis using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI/TOF).
Used in MALDI analysis of acidic glycans and glyco­peptides in negative ion mode. Lower limit of detection than 6-aza-2-thiothimidine.

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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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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J Wang et al.
Journal of agricultural and food chemistry, 47(5), 2009-2015 (1999-12-20)
Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) is a powerful new technique that will have a great impact on food analysis. This study is the first to demonstrate the applicability of MALDI-MS to perform both qualitative and quantitative analyses of anthocyanins
U Pieles et al.
Nucleic acids research, 21(14), 3191-3196 (1993-07-11)
We report the analysis and characterization of natural and modified oligonucleotides by matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS). The present technology was highly improved for this class of compounds by using a new matrix, 2,4,6-trihydroxy acetophenone, together
Analysis of acidic oligosaccharides and glycopeptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
Papac, Damon I., Anissa Wong, and Andrew JS Jones.
Analytical Chemistry, 68.18, 3215-3223 (1996)
D I Papac et al.
Analytical chemistry, 68(18), 3215-3223 (1996-09-15)
2,5-Dihydroxybenzoic acid (DHB) is the most commonly used matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI/TOF) of oligosaccharides. Because acidic, sialylated oligosaccharides are detected at only the low picomole level with DHB, alternative matrices were screened to identify a
Gerard Artigas et al.
The Journal of organic chemistry, 80(4), 2155-2164 (2015-01-21)
We describe the synthesis and characterization of ametantrone-containing RNA ligands based on the derivatization of this intercalator with two neamine moieties (Amt-Nea,Nea) or with one azaquinolone heterocycle and one neamine (Amt-Nea,Azq) as well as its combination with guanidinoneamine (Amt-NeaG4). Biophysical
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