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75068

Sigma-Aldrich

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

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

Synonyme(s) :

ABDA, Single Oxygen Probe

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About This Item

Formule empirique (notation de Hill) :
C22H18O8
Numéro CAS:
307554-62-7
Poids moléculaire :
410.37
Beilstein:
3503804
Numéro MDL:
MFCD03095464
Code UNSPSC :
12352106
ID de substance PubChem :
329766104
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Essai

≥90% (HPCE)

Forme

powder

Solubilité

DMSO: soluble

Fluorescence

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

Adéquation

suitable for fluorescence

Chaîne SMILES 

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)

Clé InChI

DNUYOWCKBJFOGS-UHFFFAOYSA-N

Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Remarque sur l'analyse

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

Autres remarques

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

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335,H400

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCM3819
BCCK2176
BCCL1848
BCCG8562
BCCF3608

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Roxana Jijie et al.
Colloids and surfaces. B, Biointerfaces, 170, 347-354 (2018-06-26)
In the last years, carbon-based nanomaterials have attracted considerable attention in a wide range of fields, particularly in biomedicine, owing to their remarkable photo-physical and chemical properties. In this study, we demonstrate that amine-terminated carbon dots (CDs-NH2) functionalized with ampicillin
Saya Otake et al.
Bioconjugate chemistry, 29(6), 2068-2073 (2018-05-16)
FLNBD-BAMPEG2k, bearing a nitrobenzoxadiazole (NBD) unit and an oleyl terminus conjugated via a poly(ethylene glycol) (PEG) spacer ( Mn = 2,000), was designed to fluorescently label cell membranes by docking its hydrophobic oleyl terminus. During laser scanning microscopy in a
Juan Wu et al.
Photodiagnosis and photodynamic therapy, 15, 34-39 (2016-05-15)
Vibrio parahaemolyticus (V. parahaemolyticus) is currently a major cause of bacterial diarrhoea associated with seafood consumption. The objective of this study was to determine the inactivation effect of curcumin-mediated photodynamic action on V. parahaemolyticus. First of all, V. parahaemolyticus suspended
Vladimíra Pavlíčková et al.
Molecules (Basel, Switzerland), 24(24) (2019-12-11)
Purpurin 18 derivatives with a polyethylene glycol (PEG) linker were synthesized as novel photosensitizers (PSs) with the goal of using them in photodynamic therapy (PDT) for cancer. These compounds, derived from a second-generation PS, exhibit absorption at long wavelengths; considerable
N.A. Kuznetsova et al.
Russ. J. Gen. Chem., 71, 36-36 (2001)
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