7-Aminoactinomycin D[1]
Other names	7-Amino-actinomycin D
Identifiers
CAS number	7240-37-1
PubChem	16218991
SMILES	O=C3C(C)=C2OC1=C(C)C(N)=CC(C(N[C@H](C(N[C@@H](C7=O)[C@H](C)C)=O)[C@@H](C)OC([C@H]([C@H](C)C)N(C)C(CN(C)[C@]([C@H]6N7CCC6)=O)=O)=O)=O)=C1N=C2C(C(N[C@H](C(N[C@H]([C@H](C)C)C4=O)=O)[C@@H](C)OC([C@H]([C@@H](C)C)N(C)C(CN(C)[C@@]([C@H]5N4CCC5)=O)=O)=O)=O)=C3N
Properties
Molecular formula	C62H87N13O16
Molar mass	1270.43 g/mol
Appearance	Red to dark purple powder
Hazards
R-phrases	R26/27/28 R36/37/38
S-phrases	S26 S28 S36/37 S45
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

7-Aminoactinomycin D (7-AAD) is a fluorescent chemical compound with a strong affinity for DNA. It is used as a fluorescent marker for DNA in fluorescence microscopy and flow cytometry. It intercalates in double-stranded DNA, with a high affinity for GC-rich regions,^[2] making it useful for chromosome banding studies. ^[3]

Contents 1 Applications 2 Actinomycin D 3 References 4 Gallery 5 External links

[edit] Applications

With an absorption maximum at 546 nm, 7-AAD is efficiently excited using a 543 nm helium-neon laser; it can also be excited with somewhat lower efficiency using a 488 nm or 514 nm argon laser lines. Its emission has a very large Stokes shift with a maximum in the deep red: 647 nm. 7-AAD is therefore compatible with most blue and green fluorophores – and even many red fluorophores – in multicolour applications.

7-AAD does not readily pass through intact cell membranes; if it is to be used as a stain for imaging DNA fluorescence, the cell membrane must be permeabilized or disrupted. 7-AAD is also used as a cell viability stain. Cells with compromised membranes will stain with 7-AAD, while live cells with intact cell membranes will remain dark.

[edit] Actinomycin D

The related compound actinomycin D is nonfluorescent, but binds DNA in the same way as 7-AAD. Its absorbance changes when bound to DNA, and it can be used as a stain in conventional transmission microscopy.

[edit] References

[edit] Gallery

Absorptions

[edit] External links

• Structure from Invitrogen
• MSDS