DAPI

DAPI
Names
	IUPAC name 2-(4-Amidinophenyl)-1H-indole-6-carboxamidine
	Other names 4′,6-Diamidino-2-phenylindole
Identifiers
CAS Number	28718-90-3 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:51231 ;
ChEMBL	ChEMBL48217 ;
ChemSpider	2848 ;
PubChem CID	2954;
UNII	76BFW26YJO ;
CompTox Dashboard (EPA)	DTXSID50963757 ;
	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) Key: FWBHETKCLVMNFS-UHFFFAOYSA-N ; InChI=1/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) Key: FWBHETKCLVMNFS-UHFFFAOYAH;
	SMILES [N@H]=C(N)c3ccc(c2cc1ccc(cc1[nH]2)C(=[N@H])N)cc3; [H]/N=C(/c1ccc(cc1)c2cc3ccc(cc3[nH]2)/C(=N/[H])/N)\N;
Properties
Chemical formula	C16H15N5
Molar mass	277.331 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

DAPI (pronounced 'DAPPY', /ˈdæpiː/), or 4′,6-diamidino-2-phenylindole, is a fluorescent stain that binds strongly to adenine–thymine-rich regions in DNA. It is used extensively in fluorescence microscopy. As DAPI can pass through an intact cell membrane, it can be used to stain both live and fixed cells, though it passes through the membrane less efficiently in live cells and therefore provides a marker for membrane viability.