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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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100 G
US$ 104,00
1 KG
US$ 874,00

US$ 104,00

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Disponible para envío el21 de abril de 2025Detalles

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100 G
US$ 104,00
1 KG
US$ 874,00

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

US$ 104,00

PRECIOS SIN IMPUESTOS NACIONALES

Disponible para envío el21 de abril de 2025Detalles

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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.[1]

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

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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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.
Benjamin J Ayers et al.
The Journal of organic chemistry, 77(18), 7777-7792 (2012-08-30)
The enantiomers of glucuronolactone are excellent chirons for the synthesis of the 10 stereoisomeric 2,5-dideoxy-2,5-iminohexitols by formation of the pyrrolidine ring by nitrogen substitution at C2 and C5, with either retention or inversion of configuration; the stereochemistry at C3 may
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
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
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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. 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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