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Sigma-Aldrich

Dimidium bromide

BioReagent, suitable for fluorescence, ~95% (AT)

Synonym(s):

3,8-Diamino-5-methyl-6-phenylphenanthridinium bromide, Trypadine, phenanthridinium 1553

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About This Item

Empirical Formula (Hill Notation):
C20H18BrN3
CAS Number:
518-67-2
Molecular Weight:
380.28
Beilstein:
3809779
EC Number:
208-256-7
MDL number:
MFCD00011757
UNSPSC Code:
12171500
PubChem Substance ID:
57650090
NACRES:
NA.32

product line

BioReagent

Assay

~95% (AT)

form

solid

mp

243-248 °C (lit.)

fluorescence

λex 306 nm; λem 612 nm in 50 mM Tris pH 8.0 (DNA)
λex 480 (pH 7.6, low ionic strength)

suitability

suitable for fluorescence

SMILES string

[Br-].C[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14

InChI

1S/C20H17N3.BrH/c1-23-19-12-15(22)8-10-17(19)16-9-7-14(21)11-18(16)20(23)13-5-3-2-4-6-13;/h2-12,22H,21H2,1H3;1H

InChI key

MQOKYEROIFEEBH-UHFFFAOYSA-N

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General description

Dimidium Bromide is a trypanocidal drug that is known to affect nucleic acid synthesis in many organisms e.g. tissue culture cells.

Application

Dimidium Bromide is used as a binding agent to natural DNA based on base-pair specificity. It is used as a fluorescence agent for nucleic acid experiments.
Intercalating probe for nucleic acids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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G Dougherty
The International journal of biochemistry, 14(6), 493-504 (1982-01-01)
1. The absorption spectrum of three phenanthridine drugs (ethidium, dimidium and prothidium bromide) bound to natural DNAs of differing G-C content were obtained using a novel mixing scheme and analysed according to the excluded site binding model. 2. Ethidium bromide
Nuclear transplantation studies of the action of dimidium bromide on amoebae.
S E Hawkins et al.
Nature, 222(5188), 86-87 (1969-04-05)
T N Beliaeva et al.
Tsitologiia, 31(11), 1363-1368 (1989-11-01)
A natural DNA-intercalator plant benzo-c-phenanthridine alkaloid sanguinarine is more toxic for mouse transformed fibroblast L-cells in culture than synthetic DNA-intercalator ethidium bromide (EtB) and alkaloid berberine. Dimidium bromide is also an inhibitor of the L-cell growth. In assay conditions, growth
[Chemoprophylaxis of bovine trypanosomiasis T. congolense and T. vivax by phenathridinium S. 1553].
J DEOM
Annales de la Societe belge de medecine tropicale (1920), 30(1), 25-29 (1950-03-01)
T P Mozhenok et al.
Tsitologiia, 40(6), 585-590 (1998-10-21)
Effect of DNA-intercalators ethidium bromide (EB, 0.005 and 0.015 mM) and dimidium bromide (DB, 0.005 and 0.010 mM) and antioxidative compounds acetylsalicylic acid (ASA, 0.05 and 0.50 mM) and beta-carotene (0.01, 0.02, 0.05 mM) on the phagosome-lysosome (P-L) fusion and
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