Propidium iodide (PI) is a phenanthridine compound known for its red-fluorescent properties when binding to nucleic acids. It is a dark red solid with an extinction coefficient of 5900 M^-1cm^-1 at 493 nm and 55,700 M^-1cm^-1 at 287 nm. PI is membrane impermeant and is generally excluded from viable cells, but it can easily penetrate dead or damaged cells, making it a useful tool for identifying cell viability in a population or as a counterstain in multicolor fluorescent techniques. It intercalates between the bases of DNA and RNA and is excited at 488-535 nm with an emission maximum of 617 nm, making it suitable for fluorescence microscopy and flow cytometry.

25535-16-4

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Basic information
1. Product Name: Propidium iodide
2. Synonyms: 3,8-diamino-5-(3-(diethylmethylammonio)propyl)-6-phenyl-phenanthridiniudii;3,8-diamino-5-(3-(diethylmethylammonio)propyl)-6-phenylphenanthridiniumdiiod;3,8-diamino-5-(3-diethylaminopropyl)-6-phenylphenanthridiniumiodidemethiodi;3,8-DIAMINO-5-(3-DIETHYLAMINOPROPYL)-6-PHENYLPHENANTHRIDINIUM IODIDE METHIODIDE;3,8-DIAMINO-5-(3-DIETHYL-AMINOPROPYL)-6-PHENYLPHENANTHRIDIUM IODIDE METHIODIDE;3,8-DIAMINO-5-(3-[DIETHYLMETHYLAMMONIO])-6-PHENYLPHENAN-THRIDINIUM DIIODIDE;3,8-DIAMINO-5-[3-(DIETHYLMETHYLAMMONIO)PROPYL]-6-PHENYLPHENANTHRIDINIUM;3,8-DIAMINO-5-[3-(DIETHYLMETHYLAMMONIO)PROPYL]-6-PHENYLPHENANTHRIDINIUM DIIODIDE
3. CAS NO:25535-16-4
4. Molecular Formula: C27H34I2N4
5. Molecular Weight: 668.39
6. EINECS: 247-081-0
7. Product Categories: Aromatics Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;marker;Inhibitors;Phenanthridine
8. Mol File: 25535-16-4.mol
Chemical Properties
1. Melting Point: 220-225 °C (dec.)(lit.)
2. Boiling Point: °Cat760mmHg
3. Flash Point: °C
4. Appearance: Dark red/Flaky Powder
5. Density: 1.5072 (estimate)
6. Refractive Index: N/A
7. Storage Temp.: 2-8°C
8. Solubility: Difficult to mix.
9. Water Solubility: Soluble in water at 1mg/ml
10. Sensitive: Light Sensitive & Hygroscopic
11. BRN: 3843838
12. CAS DataBase Reference: Propidium iodide(CAS DataBase Reference)
13. NIST Chemistry Reference: Propidium iodide(25535-16-4)
14. EPA Substance Registry System: Propidium iodide(25535-16-4)
Safety Data
1. Hazard Codes: Xi,Xn
2. Statements: 36/37/38-68-67-48/20/22-40-36/38-22-20-63
3. Safety Statements: 26-36-22-36/37
4. WGK Germany: 3
5. RTECS: SF7949600
6. F: 3-8-10-23
7. HazardClass: N/A
8. PackingGroup: N/A
9. Hazardous Substances Data: 25535-16-4(Hazardous Substances Data)

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25535-16-4 Usage

Uses

1. Used in Research and Diagnostics:
Propidium iodide is used as a red-fluorescent nuclear stain for identifying dead or damaged cells in a population. It is particularly useful in flow cytometry to evaluate cell viability when used with other dyes that stain viable cells or cells that are early in the apoptosis process.
2. Used in Antimicrobial Applications:
Propidium iodide has antibacterial properties and can be used as a detergent, making it suitable for various applications in the field of microbiology and sanitation.
3. Used in Flow Cytometry:
Propidium iodide is used as a fluorescent stain for nucleic acids in flow cytometry, allowing researchers to assess cell viability and differentiate between live and dead cells.
4. Used in Parasitology:
Propidium iodide has been reported to have activity against several species of trypanosomes, making it a potential tool in the study and treatment of parasitic infections.
5. Used in Fluorescence Microscopy:
Due to its red-fluorescent properties and ability to bind to DNA and RNA, propidium iodide is used as a stain in fluorescence microscopy for visualizing cellular structures and assessing cell viability.

Biochem/physiol Actions

Primary TargetMembrane impermeable DNA intercalator

Purification Methods

It crystallises as red crystals from H2O containing a little KI. It fluoresces strongly with nucleic acids. [Watkins J Chem Soc 3064 1952, Beilstein 22 III/IV 5519.] TOXIC.

Check Digit Verification of cas no

The CAS Registry Mumber 25535-16-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,5,3 and 5 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 25535-16:
(7*2)+(6*5)+(5*5)+(4*3)+(3*5)+(2*1)+(1*6)=104
104 % 10 = 4
So 25535-16-4 is a valid CAS Registry Number.

InChI:InChI=1/C27H35N4/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/h6-8,10-15,18-19,27H,4-5,9,16-17,28-29H2,1-3H3/q+1

25535-16-4 Well-known Company Product Price

Brand
(Code)Product description
CAS number
Packaging
Price
Detail

Sigma-Aldrich
(81845) Propidium iodide ≥94% (HPLC)
25535-16-4
81845-25MG
531.18CNY
Detail

Sigma-Aldrich
(81845) Propidium iodide ≥94% (HPLC)
25535-16-4
81845-100MG
1,360.71CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-10MG
257.40CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-25MG
514.80CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-100MG
1,466.01CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-250MG
1,751.49CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-500MG
3,198.78CNY
Detail

Sigma
(P4170) Propidium iodide ≥94.0% (HPLC)
25535-16-4
P4170-1G
6,227.91CNY
Detail

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