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A9400

Sigma-Aldrich

7-Aminoactinomycin D

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

Synonym(s):

7-AAD

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About This Item

Empirical Formula (Hill Notation):
C62H87N13O16
CAS Number:
7240-37-1
Molecular Weight:
1270.43
Beilstein:
5915844
MDL number:
MFCD00077295
UNSPSC Code:
41106305
PubChem Substance ID:
24891445
NACRES:
NA.77

product name

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

Assay

~97% (HPLC)

Quality Level

300

form

powder

color

red to very dark purple

antibiotic activity spectrum

neoplastics

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

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

InChI key

YXHLJMWYDTXDHS-SGILFZQNSA-N

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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

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 2 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Mahnoush Bahjat et al.
Cell cycle (Georgetown, Tex.), 18(18), 2307-2322 (2019-07-28)
The BCR-ABL1 fusion gene is the driver oncogene in chronic myeloid leukemia (CML) and Philadelphia-chromosome positive (Ph+) acute lymphoblastic leukemia (ALL). The introduction of tyrosine kinase inhibitors (TKIs) targeting the ABL kinase (such as imatinib) has dramatically improved survival of
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
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Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

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