A9400

7-Aminoactinomycin D

Name: 7-Aminoactinomycin D
Brand: SIGMA

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

Synonym(s):

7-AAD

Select a Size

All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₆₂H₈₇N₁₃O₁₆

CAS Number:

7240-37-1

Molecular Weight:

1270.43

NACRES:

NA.77

PubChem Substance ID:

24891445

UNSPSC Code:

41106305

MDL number:

MFCD00077295

Beilstein/REAXYS Number:

5915844

Product Name

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

300

Looking for similar products? Visit Product Comparison Guide

Related Categories

Antibiotics

Bioactive Small Molecules

Biochemicals

Cell Culture Supplements & Reagents

Chemistry & Biochemicals

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

GHS06

signalword

Danger

hcodes

H300

pcodes

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tumor infiltrating lymphocytes from acute myeloid leukemia marrow can be reverted to CD45RA+ central memory state by reactivation in SIP (Simulated Infective Protocol).

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

MICA immune complex formed with alpha 3 domain-specific antibody activates human NK cells in a Fc-dependent manner.

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

Disrupted regulation of serpinB9 in circulating T cells is associated with an increased risk for post-transplant skin cancer.

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

Visualization and quantification of in vivo homing kinetics of myeloid-derived suppressor cells in primary and metastatic cancer.

Sabrina H L Hoffmann et al.

Theranostics, 9(20), 5869-5885 (2019-09-20)

Myeloid-derived suppressor cells (MDSCs) are immunosuppressive cells of the myeloid compartment and major players in the tumor microenvironment (TME). With increasing numbers of studies describing MDSC involvement in cancer immune escape, cancer metastasis and the dampening of immunotherapy responses, MDSCs

Pentosan Polysulfate Demonstrates Anti-human T-Cell Leukemia Virus Type 1 Activities In Vitro and In Vivo.

Guangyong Ma et al.

Journal of virology, 93(16) (2019-06-07)

Human T-cell leukemia virus type 1 (HTLV-1) infection causes T-cell leukemia and inflammatory diseases, most notably including HTLV-1-associated myelopathy/tropical spastic paraparesis (HAM/TSP). The underlying mechanism for the pathogenesis of HAM/TSP remains unclear. According to a recent clinical trial, a humanized

View All Related Papers