CAS 47165-04-8

4′,6-Diamidino-2-phenylindole

Description:

4′,6-Diamidino-2-phenylindole (DAPI) is a fluorescent stain that binds strongly to adenine-thymine rich regions in DNA, making it a valuable tool in molecular biology and microscopy. It is commonly used for staining cell nuclei in fluorescence microscopy due to its ability to emit blue fluorescence when bound to DNA. DAPI is characterized by its high specificity for double-stranded DNA, which allows for clear visualization of nuclear morphology and cell cycle analysis. The compound is typically used at low concentrations to minimize cytotoxicity and preserve cell viability. In addition to its applications in research, DAPI can also be utilized in various assays, including apoptosis detection and cell counting. Its chemical structure includes an indole ring and two amine groups, contributing to its binding properties and fluorescence characteristics. Safety precautions should be taken when handling DAPI, as it can be harmful if ingested or if it comes into contact with skin.

Formula: C₁₆H₁₅N₅

InChI: InChI=1S/C16H15N5/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13/h1-8,21H,(H3,17,18)(H3,19,20)

InChI key: InChIKey=FWBHETKCLVMNFS-UHFFFAOYSA-N

SMILES: C(=N)(N)C=1C=C2C(C=C(N2)C3=CC=C(C(=N)N)C=C3)=CC1

Synonyms:

• DAPI
• 4′,6-Diamidino-2-phenylindole
• 102/198
• 1H-Indole-6-carboximidamide, 2-[4-(aminoiminomethyl)phenyl]-
• 2-[4-(Aminoiminomethyl)phenyl]-1H-indole-6-carboximidamide

4',6-Diamidino-2-phenylindole

CAS: 47165-04-8

4',6-Diamidino-2-phenylindole

Formula: C₁₆H₁₅N₅

Purity: 98%

Molecular weight: 277.32

Ref: 54-OR1130614

4′,6-Diamidino-2-phenylindole

CAS: 47165-04-8

Formula: C₁₆H₁₅N₅

Purity: 98%

Molecular weight: 277.3238

Ref: IN-DA0071LF

DAPI

CAS: 47165-04-8

DAPI (4',6-Diamidino-2-phenylindole) is a cell-permeable fluorescent dye that binds to DNA. DAPI specifically binds to the A/T base pairs in the minor groove of double-stranded DNA (each DAPI molecule occupies the space of three base pairs), amplifying fluorescence intensity by approximately 20-fold; it is commonly used for quantitative DNA analysis. Additionally, DAPI (Compound 3) is an inhibitor of acid-sensitive ion channel 3 (ASIC3). By binding to ASIC3, DAPI blocks the function of this channel, thereby playing a role in research on the treatment of chronic pain.

Formula: C₁₆H₁₅N₅

Molecular weight: 277.32

Ref: TM-T207665