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81845

Sigma-Aldrich

Propidium iodide

≥94% (HPLC)

Synonym(s):

3,8-Diamino-5-[3-(diethylmethylammonio)propyl]-6-phenylphenanthridinium diiodide

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About This Item

Empirical Formula (Hill Notation):
C27H34I2N4
CAS Number:
Molecular Weight:
668.39
Beilstein:
3843838
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥94% (HPLC)

form

powder

mp

220-225 °C (dec.) (lit.)

fluorescence

λex 482 nm; λem 608 nm (pH 7.2)
λex 540 nm; λem 608 nm (bound to DNA)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C27H33N4.2HI/c1-4-31(3,5-2)17-9-16-30-26-19-22(29)13-15-24(26)23-14-12-21(28)18-25(23)27(30)20-10-7-6-8-11-20;;/h6-8,10-15,18-19,29H,4-5,9,16-17,28H2,1-3H3;2*1H/q+1;;/p-1

InChI key

XJMOSONTPMZWPB-UHFFFAOYSA-M

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General description

PI is used for selective labelling of dead cells.
Propidium iodide is a fluorescent intercalating agent used for staining. It functions as an apoptosis marker and has linear DNA-binding capacity. Propidium iodide is an effective indicator of tissue injury.

Application

Propidium iodide has been used:
  • to stain DNA in cell cycle analysis
  • to stain cells and cell nuclei
  • for the preparation of propidium iodide (PI)stock solution
  • to stain cells for flow cytometry

in scrape-loading dye transfer assay

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Muta. 2

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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Melatonin ameliorates hypoglycemic stress-induced brain endothelial tight junction injury by inhibiting protein nitration of TP53-induced glycolysis and apoptosis regulator
Wang CK, et al.
Journal of Pineal Research, 63(4), e12440-e12440 (2017)
Antitumor effect of sunitinib in human prostate cancer cells functions via autophagy
Wang B, et al.
Experimental and Therapeutic Medicine, 13(4), 1285-1294 (2017)
Differential nuclear staining assay for high-throughput screening to identify cytotoxic compounds
Carolina L, et al.
Current cellular biochemistry, 1(1), 1-1 (2011)
Intramolecular loop/tail interactions are essential for connexin 43-hemichannel activity
Ponsaerts R, et al.
Faseb Journal, 24(11), 4378-4395 (2010)
Intravital microscopic methods to evaluate anti-inflammatory effects and signaling mechanisms evoked by hydrogen sulfide
Methods in Enzymology, 555, 93-125 (2015)

Articles

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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