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123072

Sigma-Aldrich

Luminol

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H7N3O2
CAS Number:
521-31-3
Molecular Weight:
177.16
Beilstein:
383929
EC Number:
208-309-4
MDL number:
MFCD00006890
UNSPSC Code:
12352103
PubChem Substance ID:
24847519
NACRES:
NA.23

Quality Level

200

Assay

97%

mp

>300 °C (lit.)

SMILES string

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)

InChI key

HWYHZTIRURJOHG-UHFFFAOYSA-N

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General description

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.

Features and Benefits

  • 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.

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

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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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
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
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
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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