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:
Molecular Weight:
162.14
NACRES:
NA.24
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
80998
MDL number:
grade
analytical standard
Quality Level
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
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).
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Storage Class
11 - Combustible Solids
wgk
WGK 3
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Articles
In this article we demonstrate how well ion chromatography is suited as an analytical technique for sugar analysis e.g. in apple juice, milk, and dust samples.
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)