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Sigma-Aldrich

D-(+)-Glucuronsäure γ-Lacton

≥99%

Synonym(e):

D-(+)-Glucurono-6,3-lacton, D-Glucuron, D-Glucurono-6,3-lacton, Glucuronlacton

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About This Item

Empirische Formel (Hill-System):
C6H8O6
CAS-Nummer:
32449-92-6
Molekulargewicht:
176.12
Beilstein:
83595
EG-Nummer:
251-053-3
MDL-Nummer:
MFCD00135622
UNSPSC-Code:
12352115
PubChem Substanz-ID:
24888207
NACRES:
NA.22

Assay

≥99%

Form

powder

Optische Aktivität

[α]24/D +18.8°, c = 8 in H2O

mp (Schmelzpunkt)

172-175 °C (lit.)

Löslichkeit

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

InChIKey

UYUXSRADSPPKRZ-SKNVOMKLSA-N

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Allgemeine Beschreibung

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.

Anwendung

Employed in the synthesis of optically active glucopyranoses and long-chain alkyl glucofuranosides.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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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
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
L A Reyner et al.
Physiology & behavior, 75(3), 331-335 (2002-03-19)
Driver sleepiness is a major cause of serious road crashes. Coffee is often used as an effective countermeasure to driver sleepiness. However, the caffeine levels in coffee are variable, whereas certain proprietary "functional energy drinks" (FEDs) contain known levels of
The crystal structure of beta-D-glucurono-gamma-lactone.
S H Kim et al.
Acta crystallographica, 22(5), 733-743 (1967-05-10)
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
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