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Merck

75068

Sigma-Aldrich

9,10-Anthracendiyl-bis(methylen)dimalonsäure

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

Synonym(e):

ABDA, Single Oxygen Probe

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About This Item

Empirische Formel (Hill-System):
C22H18O8
CAS-Nummer:
Molekulargewicht:
410.37
Beilstein:
3503804
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.32

Produktlinie

BioReagent

Assay

≥90% (HPCE)

Form

powder

Löslichkeit

DMSO: soluble

Fluoreszenz

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

Eignung

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)

InChIKey

DNUYOWCKBJFOGS-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Hinweis zur Analyse

Zusätzlich zum Emissionsmaximum bei 407 nm sind Nebenmaxima bei 431, 457 und 485 nm vorhanden.

Sonstige Hinweise

Reagenz zur Bestimmung von Singulett-Sauerstoff, mit besseren Eigenschaften als 9,10-Anthracendiyl-bis-dipropionsäure

Piktogramme

Exclamation markEnvironment

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Die Dokumentenbibliothek aufrufen

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
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
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
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.

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