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851450

Sigma-Aldrich

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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100 G
$84.10
1 KG
$707.00

$84.10


Estimated to ship onMarch 31, 2025


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100 G
$84.10
1 KG
$707.00

About This Item

Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
Beilstein/REAXYS Number:
83595
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

$84.10


Estimated to ship onMarch 31, 2025


Request a Bulk Order

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

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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.[1]

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.[2]
  • Synthesis of optically active glucopyranoses.[3]
  • Synthesis of long-chain alkyl glucofuranosides.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)


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Rec. Trav. Chim., 113, 79-79 (1994)
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.
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
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

Questions

  1. Does the entry for "Concentration" described as "C=x% H2O after 1 hour" equate to Loss on Drying? If not, what does this specification indicate?

    1 answer
    1. The term "Concentration" denoted as "C=x% H2O after 1 hour" refers to the duration allowed for the material to dissolve in water to reach the specified concentration. This period was implemented because there were reproducibility issues observed when the solution's concentration was measured immediately after mixing.

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