05566
D-(+)-Glucuronic acid γ-lactone
analytical standard
Synonym(s):
D-(+)-Glucurono-6,3-lactone, D-Glucurone, D-Glucurono-6,3-lactone, Glucuronolactone
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About This Item
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
251-053-3
Beilstein/REAXYS Number:
83595
MDL number:
grade
analytical standard
Quality Level
assay
≥99.0% (sum of anomers, GC)
optical activity
[α]/D +18.8±2°, c = 8% in H2O (after 1 hr)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
impurities
≤0.5% water
mp
172-175 °C (lit.)
application(s)
clinical testing
format
neat
SMILES string
O=C([C@@H]([C@@H](O1)[C@H](O)[C@H](O)C1=O)O)[H]
InChI
1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H/t2-,3+,4-,5+/m0/s1
InChI key
UYUXSRADSPPKRZ-SKNVOMKLSA-N
General description
D-Glucuronic acid γ-lactone is a normal human metabolite produced from glucose as starting material. It serves as a precursor for the synthesis of a number of deoxy sugars.
Application
D-Glucuronic acid γ-lactone has been used as an analytical standard for the analysis of D-glucuronic acid γ-lactone as a component of microbial extracellular polysaccharides in biofilms by high performance liquid chromatography (HPLC) with pulsed amperometric detection (PAD) as well as diode array detection (DAD). D-(+)-Glucuronic acid γ-lactone has been used as a reference standard for the determination of D-(+)-glucuronic acid γ-lactone in energy drinks by ultra-high performance liquid chromatography-triple quadrupole
tandem mass spectrometry (UHPLC-MS/MS).
tandem mass spectrometry (UHPLC-MS/MS).
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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Convenient syntheses of deoxypyranose sugars from glucuronolactone.
Stanford D and Stachulski, AV
Tetrahedron Letters, 48(13), 2361-2364 (2007)
Simultaneous determination of taurine, glucuronolactone and glucuronic acid in energy drinks by ultra high performance liquid chromatography-tandem mass spectrometry (triple quadrupole).
Ricciutelli M, et al.
Journal of Chromatography A, 1364, 303-307 (2014)
Analysis of microbial extracellular polysaccharides in biofilms by HPLC. Part I: development of the analytical method using two complementary stationary phases.
Meisen S, et al.
Analytical and Bioanalytical Chemistry, 391(3), 993-993 (2008)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 5316190001 | 04055977259964 |
| PHR2860-50MG | 04065266466362 |
| A3509-250MG | 04061833361016 |
| A3509-500MG | 04061833045367 |
| 1269130-25MG | 04061833830178 |
| A3509-1G | 04061826688328 |
| A3509-100MG | 04061833045350 |
| 05566-100MG | 04061838641496 |