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SML1633

7-Aminoactinomycin D

Name: 7-Aminoactinomycin D
Brand: SIGMA

≥97% (HPLC), liquid (solution in DMSO:H2O (1:1)), fluorescent indicator

Synonym(s):

7-Aminoactinomycin D Ready Made Solution, 7-Aminodactinomycin Ready Made Solution

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About This Item

Empirical Formula (Hill Notation):

C₆₂H₈₇N₁₃O₁₆

CAS Number:

7240-37-1

Molecular Weight:

1270.43

UNSPSC Code:

12352200

NACRES:

NA.77

Form:

liquid (solution in DMSO:H2O (1:1))

Quality level:

200

Storage condition:

protect from light

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Properties

Product Name

7-AAD Ready Made Solution, 1 mg/mL

form

liquid (solution in DMSO:H2O (1:1))

Quality Level

200

storage condition

protect from light

concentration

1 mg/mL

storage temp.

−20°C

SMILES string

N21C(CCC2)C(=O)N(CC(=O)N(C(C(=O)OC(C(C(=O)NC(C1=O)C(C)C)NC(=O)c3c4c(c(c(c3)N)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7N(CCC7)C(=O)C(NC6=O)C(C)C)C)C)C(C)C)C)N)C)C)C(C)C)C)C

InChI

1S/C62H87N13O16/c1-26(2)42-59(85)74-21-17-19-36(74)57(83)70(13)24-38(76)72(15)48(28(5)6)61(87)89-32(11)44(55(81)66-42)68-53(79)34-23-35(63)30(9)51-46(34)65-47-40(41(64)50(78)31(10)52(47)91-51)54(80)69-45-33(12)90-62(88)49(29(7)8)73(16)39(77)25-71(14)58(84)37-20-18-22-75(37)60(86)43(27(3)4)67-56(45)82/h23,26-29,32-33,36-37,42-45,48-49H,17-22,24-25,63-64H2,1-16H3,(H,66,81)(H,67,82)(H,68,79)(H,69,80)

InChI key

YXHLJMWYDTXDHS-UHFFFAOYSA-N

Description

General description

Free form:
Excitation: 503 nm (0.01 M phosphate buffer, pH 7.0 containing 0.1 mM EDTA); 550 nm
Emission: 675 nm (0.01 M phosphate buffer, pH 7.0 containing 0.1 mM EDTA); 672 nm
DNA Complex:
Excitation: 543 nm; 555 nm
Emission: 655 nm; 665 nm

Application

Fluorescent DNA stain. A featured product for Apoptosis research.

Biochem/physiol Actions

7-AAD is used in flow cytometry analysis of viable cells. 7-ADD is a fluorescent indicator that undergoes a spectral shift upon association with DNA. Su, X., et al. used FITC and PE-conjugated antibodies to stain cell surface markers. After cell-surface marker staining, cells were further stained with 10 μg/ml of 7-AAD in PBS on ice for 30 minutes. After washing with PBS twice, the cells were fixed in 1% paraformaldehyde supplemented with 50 μg/ml actinomycin D. Non-apoptotic cells were 7-AAD negative. 7-AAD like its parent molecule, Actinomycin D, is a DNA-intercalator with growth-inhibitory properties.

7-amino-actinomycin D (7-AAD) is a DNA dye. It can be used as a replacement for propidium iodide (PI) for the discrimination of dead cells. This dye is ideal for dead cell discrimination in long-lasting experiments, as it is efficiently exempted by intact cells and has a high DNA binding constant.

Preparation Note

Solution of 1 mg/ml in DMSO:H2O (1:1) is stable for at least 2 years at −20 °C without loss of activity. According to Su et al., the provided solution should be diluted to 10 μg/ml (1:100) working concentration in PBS and is therefore sufficient for 100 stain reactions.

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Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Dead cell discrimination with 7?amino?actinomcin D in combination with dual color immunofluorescence in single laser flow cytometry.

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