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851450

Sigma-Aldrich

D-(+)-Glucuronic acid γ-lactone

≥99%

Sinónimos:

D-(+)-Glucurono-6,3-lactone, D-Glucurone, D-Glucurono-6,3-lactone, Glucuronolactone

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About This Item

Fórmula empírica (notación de Hill):
C6H8O6
Número de CAS:
32449-92-6
Peso molecular:
176.12
Beilstein:
83595
Número CE:
251-053-3
Número MDL:
MFCD00135622
Código UNSPSC:
12352115
ID de la sustancia en PubChem:
24888207
NACRES:
NA.22

Nivel de calidad

200

Ensayo

≥99%

Formulario

powder

actividad óptica

[α]24/D +18.8°, c = 8 in H2O

mp

172-175 °C (lit.)

solubilidad

water: soluble 25 mg/mL, clear, colorless

cadena SMILES

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

Clave InChI

UYUXSRADSPPKRZ-SKNVOMKLSA-N

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Descripción general

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.

Aplicación

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
SDBB2389
STBH1181
STBK9804
STBH0355
STBF6746V

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C Alford et al.
Amino acids, 21(2), 139-150 (2001-10-23)
The effects of Red Bull Energy Drink, which includes taurine, glucuronolactone, and caffeine amongst the ingredients, were examined over 3 studies in a total of 36 volunteers. Assessments included psychomotor performance (reaction time, concentration, memory), subjective alertness and physical endurance.
J M Hsu et al.
The Journal of nutrition, 111(1), 141-145 (1981-01-01)
The effect of feeding 0.25% ethionine for 3-10 weeks to male and female rats on urinary and tissue ascorbate contents were studied. The concentrations of ascorbic acid in the urine, blood, liver and adrenals were significantly reduced in the rats
P Florio et al.
Carbohydrate research, 328(4), 445-448 (2000-11-28)
A concise route to novel mimetics of Kdn2en, based on delta4-uronic acids, from D-glucurono-6,3-lactone is presented. Uronic acid-based mimetics in which an aliphatic ether (O-glycoside), a thioether (S-glycoside), or acetamide takes the place of the natural C-6 glycerol sidechain of
Matthew I Worthley et al.
The American journal of medicine, 123(2), 184-187 (2010-01-28)
Energy drink consumption has been anecdotally linked with sudden cardiac death and, more recently, myocardial infarction. As myocardial infarction is strongly associated with both platelet and endothelial dysfunction, we tested the hypothesis that energy drink consumption alters platelet and endothelial
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
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