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06724

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1,6-Anhydro-β-D-glucose

analytical standard

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

grade

analytical standard

Quality Level

100

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

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

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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.

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).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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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