2-NBDG

荧光葡萄糖类似物

产品号 #(选择产品)

产品号 #100-0546_C

荧光葡萄糖类似物

-NBDG是一种荧光葡萄糖类似物,它被用作检测细胞活力的指标,通过监测活细胞对葡萄糖摄取情况来实现(Zou et al.)。2-NBDG的最大激发峰和发射峰分别在465 nm和540 nm处(Yoshioka et al.)。2-NBDG中的葡萄糖部分是α和β两种同分异构体的混合物形式提供的。

癌症研究
·测量糖酵解的变化,且在乳腺癌细胞的治疗中具有应用潜力(Millon et al.)。

别名
NBD‑葡萄糖
 
细胞类型
癌细胞及细胞系
 
研究领域
癌症
 
CAS 编号
186689-07-6
 
化学式
C12H14N4O8
 
分子量
342.3 克/摩尔
 
纯度
≥98%
 

Protocols and Documentation

Find supporting information and directions for use in the Product Information Sheet or explore additional protocols below.

Document Type
Product Name
Catalog #
Lot #
Language
Product Name
2-NBDG
Catalog #
100-0546, 100-0547
Lot #
All
Language
English
Document Type
Safety Data Sheet
Product Name
2-NBDG
Catalog #
100-0546, 100-0547
Lot #
All
Language
English

Resources and Publications

Educational Materials (3)

Publications (3)

Uptake of 2-NBDG as a method to monitor therapy response in breast cancer cell lines. S. R. Millon et al. Breast cancer research and treatment 2011 feb

Abstract

This study quantifies uptake of a fluorescent glucose analog, (2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose) (2-NBDG), in a large panel of breast cancer cells and demonstrates potential to monitor changes in glycolysis caused by anticancer and endocrine therapies. Expressions of glucose transporter (GLUT 1) and hexokinase (HK I), which phosphorylates 2-NBDG, were measured via western blot in two normal mammary epithelial and eight breast cancer cell lines of varying biological subtype. Fluorescence intensity of each cell line labeled with 100 lM 2-NBDG for 20 min or unlabeled control was quantified. A subset of cancer cells was treated with anticancer and endocrine therapies, and 2-NBDG fluorescence changes were measured. Expression of GLUT 1 was necessary for uptake of 2-NBDG, as demonstrated by lack of 2-NBDG uptake in normal human mammary epithelial cells (HMECs). GLUT 1 expression and 2-NBDG uptake was ubiquitous among all breast cancer lines. Reduction and stimulation of 2-NBDG uptake was demonstrated by perturbation with anticancer agents, lonidamine (LND), and a-cyano-hydroxycinnamate (a-Cinn), respectively. LND directly inhibits HK and significantly reduced 2-NBDG fluorescence in a subset of two breast cancer cell lines. Conversely, when cells were treated with a-Cinn, a drug used to increase glycolysis, 2-NBDG uptake was increased. Furthermore, tamoxifen (tam), a common endocrine therapy, was administered to estrogen receptor positive and negative (ER?/-) breast cells and demonstrated a decreased 2-NBDG uptake in ER? cells, reflecting a decrease in glycolysis. Results indicate that 2-NBDG uptake can be used to measure changes in glycolysis and has potential for use in early drug development.
2-NBDG as a fluorescent indicator for direct glucose uptake measurement. C. Zou et al. Journal of biochemical and biophysical methods 2005 sep

Abstract

Evaluation of glucose uptake ability in cells plays a fundamental role in diabetes mellitus research. In this study, we describe a sensitive and non-radioactive assay for direct and rapid measuring glucose uptake in single, living cells. The assay is based on direct incubation of mammalian cells with a fluorescent d-glucose analog 2-[N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl) amino]-2-deoxy-D-glucose (2-NBDG) followed by flow cytometric detection of fluorescence produced by the cells. A series of experiments were conducted to define optimal conditions for this assay. By this technique, it was found that insulin lost its physiological effects on cells in vitro meanwhile some other anti-diabetic drugs facilitated the cell glucose uptake rates with mechanisms which likely to be different from those of insulin or those that were generally accepted of each drug. Our findings show that this technology has potential for applications in both medicine and research.
A novel fluorescent derivative of glucose applicable to the assessment of glucose uptake activity of Escherichia coli. K. Yoshioka et al. Biochimica et biophysica acta 1996 feb

Abstract

A novel fluorescent derivative of glucose was synthesized by reacting D-glucosamine and NBD-Cl. The TLC analysis of the reaction mixture showed the generation of a single spot with intense fluorescence (lambda Ex = 475 nm, lambda Em = 550 nm). The obtained novel fluorescent product, which was identified as 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose (2-NBDG) by 1H-NMR and FAB-MS spectrometries, was applied to the assessment of the glucose uptake activity of Escherichia coli B. 2-NBDG accumulated in living cells and not in dead cells. The uptake of 2-NBDG was competitively inhibited by D-glucose and not by L-glucose, which suggested the involvement of the glucose transporting system in the uptake of 2-NBDG. 2-NBDG taken into the cytoplasma of E. coli cells was supposedly converted into another derivative in the glucose metabolic pathway.

更多信息

更多信息
Molecular Weight 342.3 g/mol
Alternative Names NBD-Glucose
Cas Number 186689-07-6
Chemical Formula C12H14N4O8
Purity ≥ 98%
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