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Merck
CN

06724

1,6-Anhydro-β-D-glucose

analytical standard

Synonym(s):

Levoglucosan

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About This Item

Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
498-07-7
Molecular Weight:
162.14
NACRES:
NA.24
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
80998
MDL number:
MFCD00063248

Key Documents

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Product Name

1,6-Anhydro-β-D-glucose, analytical standard

SMILES string

O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1O

InChI

1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1

InChI key

TWNIBLMWSKIRAT-VFUOTHLCSA-N

grade

analytical standard

assay

≥99% (TLC)

optical activity

[α]/D -66.0±2.0°, c = 1 in H2O

shelf life

limited shelf life, expiry date on the label

mp

182-184 °C (lit.)

application(s)

food and beverages

format

neat

Quality Level

100

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Application

1,6-Anhydro-β-D-glucose may be used as an analytical reference standard for the quantification of the analyte in atmospheric aerosols using gas chromatography/ion trap mass spectrometry (GC-IT-MS) and high-performance liquid chromatography with aerosol charge detection (HPLC-ACD).

General description

1,6-Anhydro-β-D-glucose (Levoglucosa), belonging to the class of anhydrosugars, is an indicator of the burning of biomass in atmospheric aerosol, snow, and ice. It is formed via pyrolysis of glucans, such as cellulose and starch. Levoglucosa is also found in municipal waste and thermochemical processing products of biomass and soil.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1812
BCCK7901
BCCG8050
BCCF7050
BCCC6073

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Development of a gas chromatographic/ion trap mass spectrometric method for the determination of levoglucosan and saccharidic compounds in atmospheric aerosols. Application to urban aerosols
Pashynska V, et al.
Journal of Mass Spectrometry : Jms, 37(12), 1249-1257 (2002)
Derivatization procedures and determination of levoglucosan and related monosaccharide anhydrides in atmospheric aerosols by gas chromatography-mass spectrometry
Hsu L-C, et al.
Talanta, 72(1), 199-205 (2007)
Identification, functional characterization, and crystal structure determination of bacterial levoglucosan dehydrogenase
Sugiura M, et al.
The Journal of Biological Chemistry, 293(45), 17375-17386 (2018)
Roy W Dixon et al.
Journal of chromatography. A, 1109(2), 214-221 (2006-02-02)
A sensitive method for analysis of levoglucosan (1,6-anhydro-beta,d-glucopyranose) and other monosaccharide anhydrides, compounds present in biomass combustion smoke, was investigated employing high-performance liquid chromatography (HPLC) with recently developed aerosol charge detection. Aerosol charge detection involves the conversion of the column
Specific features of human monocytes activation by monophosphoryl lipid A
Chentouh R, et al.
Scientific reports, 8(1), 1-13 (2018)

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