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123072

Sigma-Aldrich

Luminol

97%

Synonyme(s) :

3-Aminophthalhydrazide, 5-Amino-2,3-dihydro-1,4-phthalazinedione

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About This Item

Formule empirique (notation de Hill) :
C8H7N3O2
Numéro CAS:
521-31-3
Poids moléculaire :
177.16
Beilstein:
383929
Numéro CE :
208-309-4
Numéro MDL:
MFCD00006890
Code UNSPSC :
12352103
ID de substance PubChem :
24847519
Nomenclature NACRES :
NA.23

Essai

97%

Pf

>300 °C (lit.)

Chaîne SMILES 

Nc1cccc2C(=O)NNC(=O)c12

InChI

1S/C8H7N3O2/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12/h1-3H,9H2,(H,10,12)(H,11,13)

Clé InChI

HWYHZTIRURJOHG-UHFFFAOYSA-N

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Description générale

Luminol is a very efficient and commonly used chemiluminiscent compound in condensed phase. When basic solutions of luminol containing oxygen are treated with an oxidizing agent, light is produced. Oxidising agents capable of initiating this particular reaction are Nitrogen dioxide, PAN, hydrogen peroxide, ozone and other atmospheric oxidants.

Application

  • As a chemiluminiscent substance. Used to measure opsonic and phagocytic function.
  • As a biological sensor. Used to detect the polymorphonuclear leukocytes (PMNL) response in a patient with a myeloperoxidase (MPO) deficiency.
  • Used as a forensic test for blood.
Luminol has been used in a protocol to study the immune-related responses in Arabidopsis thaliana via luminol/peroxidase-based assay.

Caractéristiques et avantages

  • Very effective chemiluminiscent compound.
  • Can detect sub-part per billion levels of metal ions with simple and inexpensive instrumentation.
Used for chemiluminescence analysis of, for example, metal cations, blood, and glucococorticoids.

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

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Certificats d'analyse (COA)

Lot/Batch Number
SHBR5033
SHBR5032
SHBR5034
SHBR5035
SHBR1903

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L-012 sodium salt ≥98% (HPLC)

Sigma-Aldrich

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Sigma-Aldrich

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C S Easmon et al.
Immunology, 41(1), 67-74 (1980-09-01)
Luminol-dependent chemiluminescence produced by peripheral blood phagocytic cells was measured using a light detecting instrument, the Luminometer 1250 (LKB Wallac). Although less sensitive than liquid scintillation counters, the Luminometer can measure chemiluminescence effectively and detect experimentally induced and clinical variations
C Dahlgren et al.
Infection and immunity, 39(2), 736-741 (1983-02-01)
When polymorphonuclear leukocytes (PMNL) and soluble or particulate matter interact, the cells produce chemiluminescence, linked to activation of the oxidative metabolism of the cells. PMNL isolated from a patient with a myeloperoxidase deficiency were found to produce almost no luminol-dependent
Mechanism of cobalt catalysis of luminol chemiluminescence
Burdo, Timothy G., and W. Rudolf Seitz
Analytical Chemistry, 47, 1639-1643 (1975)
T I Quickenden et al.
Luminescence : the journal of biological and chemical luminescence, 16(4), 295-298 (2001-08-21)
A wide range of domestic and industrial substances that might be mistaken for haemoglobin in the forensic luminol test for blood were examined. The substances studied were in the categories of vegetable or fruit pulps and juices; domestic and commercial
Luminol-based assay for detection of immunity elicitor-induced hydrogen peroxide production in Arabidopsis thaliana leaves.
Bisceglia NG, et al.
Bio-protocol, 5, e1685-e1685 (2015)
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