![2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose ≥97% (HPLC)](/deepweb/assets/sigmaaldrich/product/structures/104/527/40bd5a41-ebc4-484e-a10e-891fecfaea79/640/40bd5a41-ebc4-484e-a10e-891fecfaea79.png)
There is no information on the solution stability of aqueous solutions of this product. So it would be best to prepare fresh solutions as needed.
D6134
2-Desoxi-D-glucosa
≥99% (GC), crystalline
Sinónimos:
2-Desoxi-D-arabinohexosa
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About This Item
Fórmula empírica (notación de Hill):
C6H12O5
Número de CAS:
Peso molecular:
164.16
Beilstein/REAXYS Number:
1723331
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad
Productos recomendados
biological source
synthetic (organic)
Quality Level
assay
≥99% (GC)
form
crystalline
technique(s)
gas chromatography (GC): suitable
color
white
mp
146-147 °C (lit.)
solubility
H2O: soluble 330 mg/mL, clear, colorless
storage temp.
2-8°C
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
InChI
1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1
InChI key
VRYALKFFQXWPIH-PBXRRBTRSA-N
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Application
La 2-desoxi-D-glucosa (2-DG) se utiliza en la alimentación glucoprívica para invocar y estudiar los procesos de respuesta contrarreguladora (CRR). La 2-desoxi-D-glucosa se utiliza en el desarrollo de estrategias antineoplásicas que implican radiosensibilización y quimiosensibilización y estrés oxidativo.
Biochem/physiol Actions
La 2-desoxi-D-glucosa (2-desoxiglucosa) es un análogo de la glucosa que inhibe la glucólisis a través de sus acciones sobre la hexoquinasa, la etapa limitante de la velocidad de la glucólisis. Es fosforilada por la hexoquinasa a 2-DG-P, que no puede ser metabolizada después por la fosfoglucoisomerasa. Esto provoca la acumulación de 2-DG-P en la célula y el agotamiento del ATP celular. In vitro, se ha demostrado que la 2-desoxiglucosa induce autofagia, aumenta la producción de ROS y activa la AMPK.
Preparation Note
Una ulterior purificación del material de grado II por recristalización.
Other Notes
Si desea conocer por completo nuestra amplia gama de monosacáridos para su investigación, le recomendamos que visite nuestra página de categoría Carbohidratos .
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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CAN THIS PRODUCT BE PREPARED IN WATER, AND FROZEN IN ALIQUOTS FOR LONG-TERM STORAGE?
1 answer-
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Can this product be prepared in DMSO, and frozen in aliquots for long-term storage?
1 answer-
The chemical can be solubilized in DMSO (up to 190 mg/ml). Per literature reference, 1 M stock solutions of 2-deoxyglucose can be stored at -20 °C. Brandizzi, F., et al., Membrane Protein Transport between the Endoplasmic Reticulum and the Golgi in Tobacco Leaves Is Energy Dependent but Cytoskeleton Independent: Evidence from Selective Photobleaching. The Plant Cell, 14, 1293-1309 (2002). (Direct link to paper: http://www.plantcell.org/content/14/6/1293.full)
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What is the shelf life of 2-Deoxy-D-glucose, Product D6134?
1 answer-
There is no recommended retest date given to released lots for this product. The product is guaranteed to be of good quality for one year from the time you receive it; this guarantee applies only to unopened bottles which have been stored at room temperature.
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How can I dissolve 2-Deoxy-D-glucose, Product D6134?
1 answer-
The product is soluble in water at 330 mg/mL. It may also be soluble in DMSO.
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What are the differences between products D6134 and D8375 which are both 2-deoxy-D-glucose?
1 answer-
Product D6134 is a further purification by crystallization of D8375.
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Can solutions of 2-Deoxy-D-glucose, Product D6134, be stored?
1 answer-
Sigma-Aldrich has no information on the solution stability of this product. If information can't be found in the literature, it is best to prepare fresh solutions.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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