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75068

Sigma-Aldrich

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

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

Synonym(s):

ABDA, Single Oxygen Probe

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About This Item

Empirical Formula (Hill Notation):
C22H18O8
CAS Number:
Molecular Weight:
410.37
Beilstein:
3503804
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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