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Sigma-Aldrich

7-Aminoactinomycin D

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C62H87N13O16
CAS Number:
Poids moléculaire :
1270.43
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77
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Product Name

7-AAD Ready Made Solution, 1 mg/mL

Forme

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

Niveau de qualité

Conditions de stockage

protect from light

Concentration

1 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

YXHLJMWYDTXDHS-UHFFFAOYSA-N

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Cet article
1565078.075648.20529
assay

95%

assay

≥99%

assay

≥99.0% (HPLC)

assay

≥98.0% (HPLC)

form

powder

form

-

form

powder

form

powder

mp

209-212 °C (lit.)

mp

209-212 °C (lit.)

mp

203-206 °C

mp

247-252 °C

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

Gene Information

human ... PTPN1(5770), PTPRC(5788)

Gene Information

human ... PTPN1(5770), PTPRC(5788)

Gene Information

-

Gene Information

-

Description générale

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.

Actions biochimiques/physiologiques

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.[1] 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.[1]

Reconstitution

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.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

P L Chesis et al.
Proceedings of the National Academy of Sciences of the United States of America, 81(6), 1696-1700 (1984-03-01)
The mutagenicity of various quinones, a class of compounds widely distributed in nature, is demonstrated in the Salmonella TA104 tester strain. The metabolic pathways by which four quinones, menadione, benzo[a]pyrene 3,6-quinone, 9,10-phenanthrenequinone, and danthron, caused mutagenicity in this test system
Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces
Avasthi, Sushobhan, et al.
Surface Science, 605(13), 1308-1312 (2011)
Petr Milko et al.
Inorganic chemistry, 48(24), 11734-11742 (2009-11-26)
With the use of the model complexes [(PQ)FeCl(CH(3)O)](+), [(phen)FeCl(CH(3)O)](+), and [(PQ)(phen)FeCl(CH(3)O)](+), where PQ is 9,10-phenanthraquinone and phen is 1,10-phenanthroline, the reactivity of phenanthraquinone in complexes with iron(III) is investigated. It is shown that 9,10-phenanthraquinone takes part in redox processes occurring
Naoya Kishikawa et al.
Talanta, 85(1), 809-812 (2011-06-08)
9,10-Phenanthrenequinone (PQ) is harmful environmental pollutant that is detected in airborne particulates. The measurement of PQ in the air should be necessary to evaluate the potential adverse effects of PQ on human health. We have recently developed a determination method
Michael C Byrns et al.
Biochemical pharmacology, 75(2), 484-493 (2007-10-24)
Aldo-keto reductase (AKR) 1C3 (type 2 3alpha-HSD, type 5 17beta-HSD, and prostaglandin F synthase) regulates ligand access to steroid hormone and prostaglandin receptors and may stimulate proliferation of prostate and breast cancer cells. NSAIDs are known inhibitors of AKR1C enzymes.

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