2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE

Synonym(s):2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-D-glucose;2-NBDG

CAS NO.：186689-07-6
Empirical Formula: C12H14N4O8
Molecular Weight: 342.26
MDL number: MFCD20527306
SAFETY DATA SHEET (SDS)
Update Date: 2026-07-16 07:06:08

2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE Structural

What is 2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE?

Description

2-NBDG is a fluorescent derivative of glucose whose uptake is competitively inhibited by D-glucose , but not L-glucose or sucrose, in E. coli. It has been used to monitor glucose uptake by bacteria and live mammalian cells and in tumor biopsies. 2-NBDG displays excitation/emission maxima of 475/550 nm, respectively.

The Uses of 2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE

2-NBDG is a fluorescent glucose uptake indicator, used in real-time confocal, high-resolution, or wide-field fluorescence microscopy as well as in flow cytometry.

Storage

Store at -20°C

References

1) Yoshioka?et al. (1996),?A novel fluorescent derivative of glucose applicable to the assessment of glucose uptake activity of Escherichia coli; Biochim. Biophys. Acta,?1289?5 2) Yamada?et al. (2000),?Measurement of glucose uptake and intracellular calcium concentration in single, living, pancreatic beta-cells; J. Biol. Chem.,?275?22278 3) Loaiza?et al. (2003),?Glutamate triggers rapid glucose transport stimulation in astrocytes as evidenced by real-time confocal microscopy; J. Neurosci.,?23?7337

Properties of 2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE

Melting point:	137 - 140°C
Boiling point:	740.0±70.0 °C(Predicted)
Density	1.750±0.06 g/cm3(Predicted)
storage temp.	Inert atmosphere,Store in freezer, under -20°C
solubility	Soluble in DMSO (up to 10 mg/ml).
form	solid
pka	12.96±0.20(Predicted)
color	Dark yellow to orange/red
BRN	7603370
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.

Safety information for 2-(N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-2-DEOXYGLUCOSE

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.