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Merck

A9400

7-Aminoactinomycin D

~97% (HPLC), powder, fluorescent DNA stain

Sinónimos:

7-AAD

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About This Item

Fórmula empírica (notación de Hill):
C62H87N13O16
Número CAS:
Peso molecular:
1270.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
5915844

Nombre del producto

7-Aminoactinomycin D, ~97% (HPLC), powder

InChI key

YXHLJMWYDTXDHS-SGILFZQNSA-N

SMILES string

CC(C)[C@H]1NC(=O)[C@@H](NC(=O)c2cc(N)c(C)c3OC4=C(C)C(=O)C(N)=C(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]6CCCN6C(=O)[C@H](NC5=O)C(C)C)C4=Nc23)[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]7CCCN7C1=O

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)/t32-,33-,36+,37+,42-,43-,44+,45+,48+,49?/m1/s1

assay

~97% (HPLC)

form

powder

color

red to very dark purple

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

Quality Level

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Application

7-Aminoactinomycin D has been used:
  • for nuclei visualization in mouse tail skin
  • as a nuclear stain in imaging flow cytometry for nucleus-protein colocalization
  • in flow cytometry to determine the level of CD16 (Fc gamma III receptor) and CD32 (Fc gamma II receptor) in epidermal cells

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

7-Aminoactinomycin D (7-ADD), an analog of actinomycin D (AD) is a membrane-impermeable red fluorescent DNA dye. It can selectively bind GC regions of DNA. 7-ADD is used in flow cytometry to differentiate between viable, apoptotic, and late apoptotic/dead cells. This DNA stain finds its application in chromosome analysis, cell cycle studies, and quantification of apoptosis.
Chemical structure: peptide

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

Clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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F S Peters et al.
Clinical and experimental immunology, 197(3), 341-351 (2019-05-07)
Cutaneous squamous cell carcinoma (cSCC) is a serious complication after organ transplantation and patients benefit from an early risk assessment. We hypothesized that functional differences in circulating T cells may represent risk factors for post-transplant cSCC development. Here, we analysed
Sabrina H L Hoffmann et al.
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Yi Wei Bryan Teo et al.
Immunobiology, 224(4), 526-531 (2019-05-11)
Simulated Infective Protocol (SIP) is an ex-vivo culture system modeled after the temporal changes of essential cytokines in an acute infection, and previously proven successful in converting T lymphocytes harvested and activated from peripheral blood of normal donors, to revertant
Changchun Du et al.
Journal for immunotherapy of cancer, 7(1), 207-207 (2019-08-08)
One of the mechanisms by which tumors evade immune surveillance is through shedding of the major histocompatibility complex (MHC) class I chain-related protein A and B (MICA/B) from their cell surface. MICA/B are ligands for the activating receptor NKG2D on
Angela Maselli et al.
Cells, 8(7) (2019-07-25)
Tamoxifen resistance is a major hurdle in the treatment of estrogen receptor (ER)-positive breast cancer. The mechanisms of tamoxifen resistance are not fully understood although several underlying molecular events have been suggested. Recently, we identified autoantibodies reacting with membrane-associated ERα

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