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About This Item

Empirical Formula (Hill Notation):
C16H14BrN5 · xHCl
Molecular Weight:
356.22 (free base basis)
UNSPSC Code:
41116158
NACRES:
NA.77
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Quality Level

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

BrC1=C(NC2=CC(C(N)=N)=CC=C12)C3=CC=C(C=C3)C(N)=N

InChI

1S/C16H14BrN5/c17-13-11-6-5-10(16(20)21)7-12(11)22-14(13)8-1-3-9(4-2-8)15(18)19/h1-7,22H,(H3,18,19)(H3,20,21)

InChI key

GSBXNZFEZFIMCS-UHFFFAOYSA-N

Biochem/physiol Actions

Br-DAPI is a DAPI-derived DNA-binding photosensitizer that produces reactive oxygen species (ROS) upon irradiation, resulting in single/double stranded breaks of bound DNA. Light-induced viability reduction is observed among A549 cells treated with Br-DAPI (IC50 = 1.3 μM; 45 min treatment), but not DAPI (IC50 >64 μM) upon photosensitization (365 nm 15 mW/cm2, 4.5 J/cm2 fluence rate). Its high permeation in both Gram-negative and Gram-positive bacteria allows selective light-induced eradication of bacteria over mammalian cells at low concentration (IC50 = 0.29 μM/N99 E. coli and 0.5 μM/B. subtilis) and light intensity (5 min irradiation by 365 nm LED at 15 mW/cm2, 4.5 J/cm2).
DAPI-derived DNA-binding photosensitizer that allows light-induced cancer cell killing at high concetrations and selective bacteria eradication at low concentrations.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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