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2′,6′-Dihydroxyacetophenone

Name: 2′,6′-Dihydroxyacetophenone
Brand: SIAL

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:

699-83-2

Molecular Weight:

152.15

Beilstein:

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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Related Categories

Chromatography & Spectroscopy Reagents

Application

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

related product

Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Super-DHB

Sigma-Aldrich

D7137

Dihydroxyacetone phosphate dilithium salt

Oligosaccharide characterization and quantitation using 1-phenyl-3-methyl-5-pyrazolone derivatization and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

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)

Direct MALDI-MS analysis of cardiolipin from rat organs sections.

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)

An efficient and selective way to new highly functionalized coronands or spiro derivatives using ultrasonic irradiation.

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

Use of 2,6-dihydroxyacetophenone for analysis of fragile peptides, disulphide bonding and small proteins by matrix-assisted laser desorption/ionization.

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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