Wichtige Dokumente

Gesamtdokumentation anzeigen

A4262

Actinomycin D

Name: Actinomycin D
Brand: SIGMA

from Streptomyces sp., ≥95% (HPLC)

Synonym(e):

Actinomycin C₁, Actinomycin IV, Dactinomycin

Anmelden zur Ansicht der Organisations- und Vertragspreise.

Größe auswählen

Ansicht ändern

Über diesen Artikel

Empirische Formel (Hill-System):

C₆₂H₈₆N₁₂O₁₆

CAS-Nummer:

50-76-0

Molekulargewicht:

1255.42

UNSPSC Code:

51282001

NACRES:

NA.76

PubChem Substance ID:

24890842

EC Number:

200-063-6

Beilstein/REAXYS Number:

605235

MDL number:

MFCD00005033

Technischer Dienst

Benötigen Sie Hilfe? Unser Team von erfahrenen Wissenschaftlern ist für Sie da.

Unterstützung erhalten

Eigenschaften

biological source

Streptomyces sp.

Quality Segment

200

assay

≥95% (HPLC)

form

powder

color

red, powder

mp

251-253

solubility

ethanol, DMSO: soluble

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

Beschreibung

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

Durch die Bildung eines stabilen Komplexes mit doppelsträngiger DNA hemmt Actinomycin D die Proliferation von Zellen, wodurch die DNA-primed RNA-Synthese gehemmt und einsträngige DNA-Brüche verursacht werden. Es ist nachweislich ein Inhibitor für den Minusstrangtransfer bei der reversen Transkriptase.

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.