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Key Documents

G5269

Sigma-Aldrich

D-Glucuronic acid

≥98% (GC)

Synonym(s):

Glucosiduronic acid

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About This Item

Empirical Formula (Hill Notation):
C6H10O7
CAS Number:
Molecular Weight:
194.14
Beilstein:
1727083
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Assay

≥98% (GC)

form

powder

optical activity

[α]/D 35 to 37°, c = 6% (w/v) in H2O (equilibrium value)

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

159-161 °C (lit.)

solubility

H2O: soluble 100 mg/mL, clear to slightly hazy

storage temp.

room temp

SMILES string

O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI

1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6+/m0/s1

InChI key

AEMOLEFTQBMNLQ-QIUUJYRFSA-N

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General description

Glucuronic acid is one of the component of xylan backbone, a hemicellulose present in plant cell wall.

Application

D-Glucuronic acid has been used:
  • in in vitro human digestion model
  • as a fibrous cellulose powder, to test the feeding preference among experimental termites
  • as a standard to quantify glucuronic acid in urine sample

Biochem/physiol Actions

In humans, glucuronic acid conjugation with steroidal compounds and drugs is an important step in phase II metabolic reactions. This influences the biotransformation process of the compound.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P Doig et al.
Infection and immunity, 55(6), 1517-1522 (1987-06-01)
The alginate produced by Pseudomonas aeruginosa has been reported to play a role in the adhesion of this bacterium to epithelial cell surfaces, although some controversy concerning this role exists. To clarify this controversy, we investigated the ability of alginate
Plant secondary metabolites compromise the energy budgets of specialist and generalist mammalian herbivores
Sorensen JS, et al.
Ecology, 86(1), 125-139 (2005)
Some organic acids acting as stimulants of recruitment and feeding for the Formosan subterranean termite (Isoptera: Rhinotermitidae)
Morales-Ramos JA, et al.
Sociobiology, 54(3), 861-861 (2011)
J R Alonso-Fernandez et al.
Journal of clinical laboratory analysis, 24(2), 106-112 (2010-03-25)
We describe the history and current implementation of an inexpensive thin layer chromatography (TLC) method, vertical sandwich-type continuous/evaporative TLC with fixed mobile phase volume, that is convenient for detecting and identifying reducing sugars of clinical relevance in the paper-borne blood
Use of LC-MS/MS for the open detection of steroid metabolites conjugated with glucuronic acid
Fabregat A, et al.
Analytical Chemistry, 85(10), 5005-5014 (2013)

Articles

Drug conjugate analysis and the enzymatic hydrolysis of glucuronides

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