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D8375

Sigma-Aldrich

2-Desoxi-D-glucosa

≥98% (GC), crystalline

Sinónimos:

2-Desoxiglucosa, 2-Desoxi-D-arabinohexosa

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About This Item

Fórmula empírica (notación de Hill):
C6H12O5
Número de CAS:
154-17-6
Peso molecular:
164.16
Beilstein/REAXYS Number:
1723331
EC Number:
205-823-0
MDL number:
MFCD00151328
UNSPSC Code:
12352201
PubChem Substance ID:
24894205
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad

biological source

synthetic

Quality Level

200

assay

≥98% (GC)

form

crystalline

technique(s)

gas chromatography (GC): suitable
inhibition assay: suitable

color

white to off-white

mp

146-147 °C (lit.)

solubility

H2O: 0.250 g/5mL

application(s)

clinical research
life science and biopharma
metabolomics

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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Categorías relacionadas

General description

La 2-desoxi-D-glucosa, un análogo no metabolizable de la glucosa, altera la glucólisis afectando a la hexocinasa, la etapa limitante de la velocidad de la glucólisis. Fosforilada a 2-DG-P por la hexocinasa, se acumula en la célula, agotando el ATP celular. Este enfoque, eficaz para matar de hambre a las células cancerosas, también puede inhibir las células víricas que dependen de la glucólisis para su replicación. Esta molécula versátil encuentra aplicación en investigación sobre oncología, virología, metabolómica y bioquímica.

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.

Features and Benefits

  • Compuesto de gran pureza adecuado para una amplia variedad de aplicaciones experimentales

Packaging

Frasco de vidrio sin fondo. El contenido está en el interior del cono fundido insertado.

Other Notes

Ganador del premio CiteAb 2024 como proveedor de éxito en la investigación del Parkinson
Si desea conocer por completo nuestra amplia gama de monosacáridos para su investigación, le recomendamos que visite nuestra página de categoría Carbohidratos .
Si desea más información sobre nuestra gama de productos bioquímicos, cumplimente este formulario.

comparable product

Referencia del producto
Descripción
Precios

D6134

2-Desoxi-D-glucosa, ≥99% (GC), crystalline

D3179

2-Desoxi-D-glucosa, ≥98% (GC), BioXtra

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)

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
WXBF4240V
WXBF3304V
WXBF0730V
WXBF1465V
WXBF2309V

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Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

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Matthew E Mead et al.
mSphere, 4(1) (2019-02-23)
Aspergillus fischeri is closely related to Aspergillus fumigatus, the major cause of invasive mold infections. Even though A. fischeri is commonly found in diverse environments, including hospitals, it rarely causes invasive disease. Why A. fischeri causes less human disease than
Alfredo J Ibáñez et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(22), 8790-8794 (2013-05-15)
Single-cell level measurements are necessary to characterize the intrinsic biological variability in a population of cells. In this study, we demonstrate that, with the microarrays for mass spectrometry platform, we are able to observe this variability. We monitor environmentally (2-deoxy-D-glucose)
Rosemarie Ungricht et al.
The Journal of cell biology, 209(5), 687-703 (2015-06-10)
Newly synthesized membrane proteins are constantly sorted from the endoplasmic reticulum (ER) to various membranous compartments. How proteins specifically enrich at the inner nuclear membrane (INM) is not well understood. We have established a visual in vitro assay to measure
Melissa A Burmeister et al.
American journal of physiology. Endocrinology and metabolism, 304(7), E677-E685 (2013-01-24)
Glucagon-like peptide-1 (GLP-1) suppresses food intake via activation of a central (i.e., brain) GLP-1 receptor (GLP-1R). Central AMP-activated protein kinase (AMPK) is a nutrient-sensitive regulator of food intake that is inhibited by anorectic signals. The anorectic effect elicited by hindbrain
Isaline Rowe et al.
Nature medicine, 19(4), 488-493 (2013-03-26)
Autosomal dominant polycystic kidney disease (ADPKD) is a common genetic disorder characterized by bilateral renal cyst formation. Recent identification of signaling cascades deregulated in ADPKD has led to the initiation of several clinical trials, but an approved therapy is still
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Questions

1–3 of 3 Questions  

  1. 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

      Helpful?

  2. 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

      Helpful?

  3. Can 2DG here (D8375) be dissolved in DMSO? For the same, D6134, product you mention down in the comments' section "The chemical can be solubilized in DMSO (up to 190 mg/ml)". Also, can I dilute the product in situ, directly inside the container?

    1 answer

    1. Both the D8375 and the D6134 should be soluble in DMSO, according to published literature. The D6134 is a purified version of the D8375. The solubility rates may differ. Note that the solubility information cited in the link below has not been verified.
      http://www.plantcell.org/content/14/6/1293.full)

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