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Key Documents

N1040

Sigma-Aldrich

N1-(7-Nitro-2,1,3-benzoxadiazol-4-yl)-N1,N2,N2-tris(2-pyridinylmethyl)-1,2-ethanediamine

for fluorescence

Synonym(s):

N-(2-(Bis((pyridin-2-yl)methyl)amino)ethyl)-7-nitro-N-((pyridin-2-yl)methyl)benzo[c][1,2,5]oxadiazole-4-amine, NBD-TPEA

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About This Item

Empirical Formula (Hill Notation):
C26H24N8O3
CAS Number:
Molecular Weight:
496.52
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

grade

for fluorescence

Assay

≥95%

form

solid

fluorescence

λex 470 nm; λem 534 nm

shipped in

wet ice

storage temp.

−20°C

SMILES string

[O-][N+](=O)c1ccc(N(CCN(Cc2ccccn2)Cc3ccccn3)Cc4ccccn4)c5nonc15

InChI

1S/C26H24N8O3/c35-34(36)24-11-10-23(25-26(24)31-37-30-25)33(19-22-9-3-6-14-29-22)16-15-32(17-20-7-1-4-12-27-20)18-21-8-2-5-13-28-21/h1-14H,15-19H2

InChI key

WBROPDACWHVGSC-UHFFFAOYSA-N

Application

N1-(7-Nitro-2,1,3-benzoxadiazol-4-yl)-N1,N2,N2-tris(2-pyridinylmethyl)-1,2-ethanediamine has a high sensitivity for zinc ions. Using fluorescent detection, a linear responsive is observed for Zn2+ con­cen­trations in the range of 1-10 μM. It has good selectivity for Zn2+ in the presence of competing metal ions, such as Ca2+, Mg2+, Fe2+, Fe3+, and Mn2+, and has been used in vivo to determine Zn2+ concentration in pancreatic β cells and zebra fish larvae.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Sandip Nathani et al.
Journal of fluorescence, 30(6), 1553-1565 (2020-09-19)
Zinc is essential for growth and development of all living organisms, especially human being. Deficiency of micronutrients like zinc and iron has been linked to the manifestation of hidden hunger. Therefore, it is imperative that development of some rapid screening
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Tianke Zhang et al.
International journal of nanomedicine, 15, 1457-1468 (2020-03-19)
Zinc oxide nanoparticles (nZnO) have been widely used in the medicine field. Numerous mechanistic studies for nZnO's anticancer effects are merely performed under high concentration exposure. However, possible anticancer mechanisms of epigenetic dysregulation induced by low doses of nZnO are
Caroline Barisch et al.
Journal of cell science, 131(23) (2018-11-09)
Professional phagocytes have developed an extensive repertoire of autonomous immunity strategies to ensure killing of bacteria. Besides phagosome acidification and the generation of reactive oxygen species, deprivation of nutrients and the lumenal accumulation of toxic metals are essential to kill

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