72987
2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose
≥97% (HPLC)
Synonym(s):
2-NBDG, 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-D-glucose
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About This Item
Empirical Formula (Hill Notation):
C12H14N4O8
CAS Number:
Molecular Weight:
342.26
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7603370
biological source
synthetic
Quality Level
assay
≥97% (HPLC)
form
powder
fluorescence
λex 494 nm; λem 551 nm in DMSO
application(s)
cell analysis
storage temp.
−20°C
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](Nc1ccc([N+]([O-])=O)c2nonc12)C=O
InChI
1S/C12H14N4O8/c17-3-6(11(20)12(21)8(19)4-18)13-5-1-2-7(16(22)23)10-9(5)14-24-15-10/h1-3,6,8,11-13,18-21H,4H2/t6-,8+,11+,12+/m0/s1
InChI key
QUTFFEUUGHUPQC-ILWYWAAHSA-N
General description
2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl) amino]-D-glucose, also known as 2-NBDG, is a fluorescent D-glucose analog. The consequent fluorescent activity is detected by flow cytometry. 2-NBDG is incubated directly with the test sample for uptake, followed by measurement.
Application
2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl) amino]-D-glucose is used as a fluorescent indicator for direct glucose uptake measurement. 2-NBDG is used as a fluorescent deoxyglucose analog to study the tumor cells. For in vivo imaging of epileptic activity experiments, 2-NBDG is used as a fluorescent deoxyglucose analog.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Han-Wei Tan et al.
International journal of cancer, 145(7), 1860-1873 (2019-03-06)
Accumulating evidence illustrates the significance of cell plasticity in the molecular biology of liver cancer. Reprogramming of mature parenchymal cells to a less differentiated state by key molecular targets contributes to the pathogenesis of hepatocellular carcinoma (HCC). Hereby, we investigated
Chenhui Zou et al.
Journal of biochemical and biophysical methods, 64(3), 207-215 (2005-09-27)
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
Vassiliy Tsytsarev et al.
Journal of neuroscience methods, 203(1), 136-140 (2011-09-24)
Accurately locating epileptic foci has great importance in advancing the treatment of epilepsy. In this study, epileptic seizures were first induced by intracortical injection of 4-aminopyridine in rats. A fluorescent deoxyglucose substitute, 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose (2-NBDG), was then continuously injected via the