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NBD-Fructose

(Synonyms: 1-NBDF, 1-(7-nitro-1,2,3-benzadiazole)-Fructose) 目录号 : GC45521

A fluorescent derivative of fructose

NBD-Fructose Chemical Structure

Cas No.:940961-04-6

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500μg
¥1,456.00
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1mg
¥2,330.00
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5mg
¥10,193.00
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10mg
¥16,018.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

NBD-Fructose is a fluorescent derivative of fructose that is formed by coupling NBD-chloride with the amine group of amino fructose.1 It has been used to monitor fructose uptake by the GLUT5 transporter in MCF-7, MDA-MB-435, and MDA-MB-231 human breast cancer cells. NBD-Fructose displays excitation/emission maxima of 472/538 nm, respectively.

References
1. Levi, J., Cheng, Z., Gheysens, O., et al. Fluorescent fructose derivatives from imaging breast cancer cells. Bioconjug.Chem. 18(3), 628-634 (2007).

Chemical Properties

Cas No. 940961-04-6 SDF
别名 1-NBDF, 1-(7-nitro-1,2,3-benzadiazole)-Fructose
Canonical SMILES O=C([C@@H](O)[C@H](O)[C@H](O)CO)CNC1=CC=C([N+]([O-])=O)C2=NON=C21
分子式 C12H14N4O8 分子量 342.3
溶解度 PBS (pH 7.2): 30 mg/ml,Water: 30 mg/ml 储存条件 Store at -20°C; protect from light
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1 mM 2.9214 mL 14.6071 mL 29.2141 mL
5 mM 0.5843 mL 2.9214 mL 5.8428 mL
10 mM 0.2921 mL 1.4607 mL 2.9214 mL
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Research Update

Genetic evidence that uptake of the fluorescent analog 2NBDG occurs independently of known glucose transporters

PLoS One 2022 Aug 24;17(8):e0261801.PMID:36001583DOI:PMC9401136

The fluorescent derivative of glucose, 2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)-amino]-D-glucose (2NBDG), is a widely used surrogate reagent to visualize glucose uptake in live cells at single cell resolution. Using CRISPR-Cas9 gene editing in 5TGM1 myeloma cells, we demonstrate that ablation of the glucose transporter gene Slc2a1 abrogates radioactive glucose uptake but has no effect on the magnitude or kinetics of 2NBDG import. Extracellular 2NBDG, but not NBD-Fructose was transported by primary plasma cells into the cytoplasm suggesting a specific mechanism that is unlinked from glucose import and that of chemically similar compounds. Neither excess glucose nor pharmacological inhibition of GLUT1 impacted 2NBDG uptake in myeloma cells or primary splenocytes. Genetic ablation of other expressed hexose transporters individually or in combination with one another also had no impact on 2NBDG uptake. Ablation of the genes in the Slc29 and Slc35 families of nucleoside and nucleoside sugar transporters also failed to impact 2NBDG import. Thus, cellular uptake of 2NBDG is not necessarily a faithful indicator of glucose transport and is promoted by an unknown mechanism.