Propidium iodide

Propidium iodide
Identifiers
CAS Number	25535-16-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:51240 ;
ChEMBL	ChEMBL345124 ;
ChemSpider	94732 ;
ECHA InfoCard	100.042.786
PubChem CID	104981;
	InChI 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;21H/q+1;;/p-1 Key: XJMOSONTPMZWPB-UHFFFAOYSA-M ; InChI=1/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;21H/q+1;;/p-1 Key: XJMOSONTPMZWPB-REWHXWOFAB;
	SMILES CC[N+](C)(CC)CCC[n+]1c2cc(ccc2c3ccc(cc3c1c4ccccc4)N)N.[I-].[I-];
Properties
Chemical formula	C27H34I2N4
Molar mass	668.3946
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Propidium iodide (or PI) is a fluorescent intercalating agent that can be used to stain cells. Propidium iodide is used as a DNA stain in flow cytometry to evaluate cell viability or DNA content in cell cycle analysis, ^[1] or in microscopy to visualise the nucleus and other DNA-containing organelles. Propidium Iodide cannot cross the membrane of live cells, making it useful to differentiate necrotic, apoptotic and healthy cells.^[2]^[3] PI also binds to RNA, necessitating treatment with nucleases to distinguish between RNA and DNA staining.^[4]

References

↑ "Propidium Iodide Solution - BioLegend". Retrieved 10 January 2015.
↑ Lecoeur H (2002). "Nuclear apoptosis detection by flow cytometry: influence of endogenous endonucleases". Exp. Cell Res. 277 (1): 1–14. doi:10.1006/excr.2002.5537. PMID 12061813.
↑ "Propidium Iodide". ThermoFisher.
↑ Suzuki T, Fujikura K, Higashiyama T, Takata K (1 January 1997). "DNA staining for fluorescence and laser confocal microscopy". J. Histochem. Cytochem. 45 (1): 49–53. doi:10.1177/002215549704500107. PMID 9010468.

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[1] "Propidium Iodide Solution - BioLegend". Retrieved 10 January 2015.

[2] Lecoeur H (2002). "Nuclear apoptosis detection by flow cytometry: influence of endogenous endonucleases". Exp. Cell Res. 277 (1): 1–14. doi:10.1006/excr.2002.5537. PMID 12061813.

[3] "Propidium Iodide". ThermoFisher.

[4] Suzuki T, Fujikura K, Higashiyama T, Takata K (1 January 1997). "DNA staining for fluorescence and laser confocal microscopy". J. Histochem. Cytochem. 45 (1): 49–53. doi:10.1177/002215549704500107. PMID 9010468.

Identifiers

CAS Number	25535-16-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51240^Y
ChEMBL	ChEMBL345124^Y
ChemSpider	94732^Y
ECHA InfoCard	100.042.786
PubChem CID	104981
InChI 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;21H/q+1;;/p-1^Y Key: XJMOSONTPMZWPB-UHFFFAOYSA-M^Y InChI=1/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;21H/q+1;;/p-1 Key: XJMOSONTPMZWPB-REWHXWOFAB
SMILES CC[N+](C)(CC)CCC[n+]1c2cc(ccc2c3ccc(cc3c1c4ccccc4)N)N.[I-].[I-]
Properties
Chemical formula	C₂₇H₃₄I₂N₄
Molar mass	668.3946
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Propidium iodide

See also

References