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A4685

Sigma-Aldrich

Luminol sodium salt

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Synonym(s):
3-Aminophthalhydrazide, 5-Amino-2,3-dihydro-1,4-phthalazinedione
Linear Formula:
C8H6N3O2Na
CAS Number:
20666-12-0
Molecular Weight:
199.14
MDL number:
MFCD00161491
PubChem Substance ID:
24890898
NACRES:
NA.83

Assay

≥98% (titration)

Quality Level

300

form

powder and chunks

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to faint red

SMILES string

O=C1NN([Na])C(C2=CC=CC(N)=C21)=O

InChI

1S/C8H7N3O2.Na/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12;/h1-3H,(H4,9,10,11,12,13);/q;+1/p-1

InChI key

RVJVDCVIJCBUTH-UHFFFAOYSA-M

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Application

Luminol sodium salt has been used:

  • as a component of MEBSS buffer in a bioluminescence assay to detect peroxidase activity in whole blood samples
  • to study protein interaction in whole-cell lysates by immunoprecipitation
  • for in vitro reactive oxygen species (ROS) quantification in CD45+ and CD45− cells

Biochem/physiol Actions

Luminol is a redox-sensitive chemiluminescent compound. It emits blue luminescence when the basic aqueous solution of luminol having oxygen atoms come in contact with oxidizing agents like potassium ferricyanide. It is highly stable and is applicable in various fields such as analytical chemistry, metallurgy, biochemistry, and forensics for detecting reactive species. Luminol has the potential to detect defects in neutrophils ex vivo during oxidative metabolism defects such as chronic granulomatous disease and myeloperoxidase deficiency.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chemiluminescence detection in analytical chemistry
Lancaster, J. Steven
Endeavour, 16, 194-194 (1992)
New Developments in Chemiluminescence Research
Gill, Steven, K.
Aldrichimica Acta, 16, 59-59 (1983)
Luminol Chemiluminescence-Delay Method for Determination of Copper(II)
Kamidate, Tamio; Ishikawa, Atsushi; Watanabe, Hiroto.
Bulletin of the Chemical Society of Japan, 65, 1591-1591 (1992)
Chemilunimescence of luminol: The chemcial reaction
White E H, et al.
ACS Chemical Biology, 86(5), 940-941 (1964)
Xiaoxiao Lu et al.
Frontiers in immunology, 11, 547-547 (2020-04-23)
Why ocular mucosa is paucibacterial is unknown. Many different mechanisms have been suggested but the comprehensive experimental studies are sparse. We found that a deficiency in L-plastin (LCP1), an actin bundling protein, resulted in an ocular commensal overgrowth, characterized with
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