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
• Empirical Formula (Hill Notation): C₁₂H₁₄N₄O₈
• CAS Number: 186689-07-6
• Molecular Weight: 342.26
• UNSPSC Code: 12352108
• NACRES: NA.32
• PubChem Substance ID: 329764517
• MDL number: MFCD23135882
• Beilstein/REAXYS Number: 7603370

Properties

• biological source: synthetic
• Quality Segment: 100
• assay: ≥97% (HPLC)
• form: powder
• fluorescence: λ_ex 494 nm; λ_em 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

Description

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.[1]

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.[1] 2-NBDG is used as a fluorescent deoxyglucose analog to study the tumor cells.[2] For in vivo imaging of epileptic activity experiments, 2-NBDG is used as a fluorescent deoxyglucose analog.[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

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