851450
D-(+)-Glucuronic acid γ-lactone
≥99%
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:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
251-053-3
Beilstein/REAXYS Number:
83595
MDL number:
Quality Level
assay
≥99%
form
powder
optical activity
[α]24/D +18.8°, c = 8 in H2O
mp
172-175 °C (lit.)
solubility
water: soluble 25 mg/mL, clear, colorless
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 (Glucourono-γ-lactone, Glucurone or Glycurone) is a carbohydrate derivative. It converted into L-ascorbic acid in animals and human body. Its molecule contains two five-membered rings. Its crystal structure has been studied.
Application
D-(+)-Glucuronic acid γ-lactone may be used in the following studies:
- As starting ragent in the synthesis of 2,3,4,-tris(tert.-butyldimethysilyl) glucuronic acid trichloroethylester, required for the preparation of 1-O-acyl glucuronide of the anti-inflammatory drug ML-3000.
- Synthesis of optically active glucopyranoses.
- Synthesis of long-chain alkyl glucofuranosides.
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Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
Eyeshields, Gloves, type N95 (US)
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H A Tajmir-Riahi
Biophysical chemistry, 27(3), 243-249 (1987-09-01)
The interaction of D-glucuronic and D-gluconic acids with cis- and trans-PtCl2(NH3)2 (cisplatin and transplatin) has been investigated in aqueous solution and solid complexes of the type cis-[PtL(NH3)2]L.H2O and trans-[PtL2(NH3)2]L.H2O, where L = D-glucuronate or D-gluconate anions, are isolated and characterized
J A Horne et al.
Amino acids, 20(1), 83-89 (2001-04-20)
500 ml of a glucose based "energy" drink versus a control without the active ingredients (caffeine, taurine, glucuronolactone) were given double blind to 11 sleepy participants driving an interactive real-car driving simulator. Lane drifting and a secondary task (reaction time)
Rongchun Wang et al.
Bioscience, biotechnology, and biochemistry, 74(3), 601-605 (2010-03-09)
The degradation kinetics of glucuronic acid (GlcA) under subcritical conditions from 160 to 200 degrees C was studied in a continuous tubular reactor. The formation of glucuronolactone (GlcL) during the treatment of GlcA in subcritical water was substantiated by ESI-TOF-MS
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 851450-1KG-A | 04061826736517 |
| 851450-100G-A | 04061833023570 |