A9400

7-Aminoactinomycin D

~97% (HPLC), powder

• Synonym(s): 7-AAD
• 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

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300
• Precautionary Statements: P301 + P330 + P331 + P310
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves