PHR9231

2-Desoxi-D-glucosa

certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

• Sinónimos: 2-Desoxi-D-arabinohexosa
• Fórmula empírica (notación de Hill): C₆H₁₂O₅
• Número de CAS: 154-17-6
• Peso molecular: 164.16
• Beilstein/REAXYS Number: 1723331
• MDL number: MFCD00151328
• UNSPSC Code: 12352201
• NACRES: NA.24

Propiedades

• grade: certified reference material; TraceCERT^®
• Quality Level: 300
• product line: TraceCERT^®
• shelf life: limited shelf life, expiry date on the label
• manufacturer/tradename: Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
• mp: 146-147 °C (lit.)
• application(s): pharmaceutical small molecule
• 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

Descripción

General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com

Application

These Reference Materials are suitable for use in several analytical applications including, but not limited to, method development for qualitative and quantitative analyses, daily calibration, and routine quality control testing.

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.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable