Saltar al contenido
Merck
Todas las fotos(1)

Documentos

75068

Sigma-Aldrich

9,10-Anthracenediyl-bis(methylene)dimalonic acid

BioReagent, suitable for fluorescence, ≥90% (HPCE)

Sinónimos:

ABDA, Single Oxygen Probe

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C22H18O8
Número de CAS:
307554-62-7
Peso molecular:
410.37
Beilstein/REAXYS Number:
3503804
MDL number:
MFCD03095464
UNSPSC Code:
12352106
PubChem Substance ID:
329766104
NACRES:
NA.32

product line

BioReagent

assay

≥90% (HPCE)

form

powder

solubility

DMSO: soluble

fluorescence

λex 380 nm; λem 407 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

SMILES string

OC(=O)C(Cc1c2ccccc2c(CC(C(O)=O)C(O)=O)c3ccccc13)C(O)=O

InChI

1S/C22H18O8/c23-19(24)17(20(25)26)9-15-11-5-1-2-6-12(11)16(10-18(21(27)28)22(29)30)14-8-4-3-7-13(14)15/h1-8,17-18H,9-10H2,(H,23,24)(H,25,26)(H,27,28)(H,29,30)

InChI key

DNUYOWCKBJFOGS-UHFFFAOYSA-N

General description

9,10-Anthracenediyl-bis(methylene)dimalonic acid or ABDA is a singlet oxygen probe. It is highly fluorescent and soluble in water and binds to lipopolysaccharides (LPS) found in the cell membrane. 9,10-Anthracenediyl-bis(methylene)dimalonic acid takes four negative charges upon fully deprotonation in neutral aqueous solutions, stabilizing the ion-pair complex and facilitating selective recognition of LPS over other common ionic species of clinical significance. In addition to the emission maximum at 407 nm, there are lower maxima at 431, 457, and 485 nm.

Application

9,10-Anthracenediyl-bis(methylene)dimalonic acid is widely used as a singlet oxygen detector probe. 9,10-Anthracenediyl-bis(methylene)dimalonic acid is suitable for assessing the photodynamic effect of curcumin Vibrio parahaemolyticus, which is a significant cause of bacterial diarrhea.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

In addition to the emission maximum at 407 nm, there are lower maxima at 431, 457 and 485 nm.

Other Notes

Reagent for the assay of singlett oxygen; it has better characteristics than 9,10-anthracenediyl-bis-dipropionic acid

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Eun Jo Du et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(24), 12013-12018 (2019-05-30)
Pigments often inflict tissue-damaging and proaging toxicity on light illumination by generating free radicals and reactive oxygen species (ROS). However, the molecular mechanism by which organisms sense phototoxic pigments is unknown. Here, we discover that Transient Receptor Potential Ankyrin 1-A
Mikkel Bregnhøj et al.
Photochemistry and photobiology, 95(1), 202-210 (2018-07-05)
Uric acid and/or its monoanion has long been used as chemical-trapping agents to demonstrate the presence of singlet oxygen, O2 (a1 Δg ), in aqueous systems. "Oxidative bleaching" of uric acid, generally monitored through changes in the uric acid absorption
Renlu Han et al.
Biomaterials science, 8(2), 607-618 (2019-12-04)
Although combined chemotherapy (Chemo), photothermal (PTT) and photodynamic (PDT) in cancer therapy has drawn significant attention due to its superior anticancer ability, the required high intensity of irradiation results in serious photo-toxicity to healthy neighboring cells, and thus limits its
Tiago Entradas et al.
Journal of photochemistry and photobiology. B, Biology, 204, 111787-111787 (2020-01-21)
The sensitivity for singlet oxygen (1O2) of two convenient 1O2 probes, 1,3-diphenylisobenzofuran (DPBF) and 9,10-Anthracenediyl-bis(methylene)dimalonic acid (ABDA), has been investigated in different aqueous environments. Both probes are commercially available at reasonable cost and can be used with standard UV-vis spectrometers.
Shodai Hino et al.
Chemistry, an Asian journal, 15(3), 365-370 (2019-12-13)
5,15-Diazaporphyrins, which have a large absorption at wavelengths over 600 nm, were dissolved in water by complex formation with β-(1,3-1,6)-d-glucans. Aqueous solutions of these complexes were relatively stable compared with their trimethyl-β-cyclodextrin-complexed analogues. β-Glucan-complexed diazaporphyrins showed quenched fluorescence and had low
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico