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A9415

Actinomycin D

Name: Actinomycin D
Brand: SIGMA

from Streptomyces sp., suitable for cell culture, ≥95%

Synonym(s):

Cosmegen, Meractinomycin, Actinomycin C₁, Actinomycin IV, Dactinomycin

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About This Item

Empirical Formula (Hill Notation):

C₆₂H₈₆N₁₂O₁₆

CAS Number:

50-76-0

Molecular Weight:

1255.42

UNSPSC Code:

51282001

NACRES:

NA.76

PubChem Substance ID:

24891447

EC Number:

200-063-6

Beilstein/REAXYS Number:

605235

MDL number:

MFCD00005033

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Properties

biological source

Streptomyces sp.

Quality Level

300

assay

≥95%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

251-253

solubility

ethanol, DMSO: soluble (Stable in aqueous solutions at 2-8 °C.)

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)c2ccc(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/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1

InChI key

RJURFGZVJUQBHK-IIXSONLDSA-N

Description

General description

Chemical structure: peptide

Application

Actinomycin D is an antineoplastic antibiotic that inhibits cell proliferation with wide-ranging applications ranging from a selection agent in cell culture, use in studies of suppressing HIV-replication and programmed cell death of PC12 cells.. Recommended for us in cell culture applications at 1μg/mL.

Biochem/physiol Actions

Actinomycin D inhibits the proliferation of cells by forming a stable complex with double-stranded DNA, inhibiting DNA-primed RNA synthesis and causing single-stranded breaks in DNA. It has been shown to be an inhibitor of the minus-strand transfer step in reverse transcriptase.

Preparation Note

Actinomycin D is sold as red, shiny crystals and is soluble in acetonitrilie or acetone at 10 mg/mL and in DMSO at a minimum of 1 mg/mL. Some references also show slight solubility in water of 0.5 mg/mL.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Disclaimer

This product is hygroscopic and light-sensitive. If stored protected from light and moisture at 2-8°C, it remains unchanged, by HPLC testing, for at least 15 months. Unused dilute solutions of Actinomycin D are extremely sensitive to light and tend to adsorb to plastic and glass and should be discarded. However, frozen aliquots of concentrated stock solution are stable for at least a month.

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pictograms

GHS06,GHS08

signalword

Danger

hcodes

H300,H350,H360FD

pcodes

P202 - P264 - P280 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B - Repr. 1B

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

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Protocols

MTT Assay Protocol for Cell Viability and Proliferation

MTT assay protocol for measuring cell viability, proliferation and cytotoxicity. Instructions for MTT reagent preparation and examples of applications.

Protocol Guide: XTT Assay for Cell Viability and Proliferation

XTT assay protocol for measuring cell viability, proliferation, activation and cytotoxicity. Instructions for XTT reagent preparation and examples of applications.

WST-1 Assay Protocol for Cell Viability

WST-1 assay protocol for cell viability and cytotoxicity measurements with preparation instructions, applications, FAQs, and troubleshooting.

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Articles

Antibiotic Kill Curve

Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic

微生物死滅曲線

微生物死滅曲線は、哺乳類細胞に対し選択抗生物質のばく露量を増やしていく用量反応実験です。