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A5156

Sigma-Aldrich

Actinomycin D–Mannitol

lyophilized powder

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About This Item

MDL number:
MFCD00216815
UNSPSC Code:
51102829
PubChem Substance ID:
329770871
NACRES:
NA.85

biological source

Streptomyces sp.

Quality Level

200

form

lyophilized powder

color

yellow to orange

solubility

H2O: 20 mg/mL

antibiotic activity spectrum

neoplastics

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CC(C)[C@H]1NC(=O)[C@@H](NC(=O)c2ccc(C)c3OC4=CC(=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/C61H84N12O16.C6H14O6/c1-27(2)43-58(83)72-22-16-18-35(72)56(81)68(12)25-39(75)70(14)49(29(5)6)60(85)87-32(10)45(54(79)64-43)66-52(77)34-21-20-31(9)51-47(34)63-48-38(89-51)24-37(74)42(62)41(48)53(78)67-46-33(11)88-61(86)50(30(7)8)71(15)40(76)26-69(13)57(82)36-19-17-23-73(36)59(84)44(28(3)4)65-55(46)80;7-1-3(9)5(11)6(12)4(10)2-8/h20-21,24,27-30,32-33,35-36,43-46,49-50H,16-19,22-23,25-26,62H2,1-15H3,(H,64,79)(H,65,80)(H,66,77)(H,67,78);3-12H,1-2H2/t32-,33-,35+,36+,43-,44-,45+,46+,49+,50+;3-,4-,5-,6-/m11/s1

InChI key

AURFRHZIDSMTRK-CSXPNASWSA-N

General description

Chemical structure: peptide

Application

Actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes. Actinomycin induces apoptosis and is used as a potent antitumor agent .

Biochem/physiol Actions

An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent. For cell culture applications, actinomycin D is used as a selection agent and in banding techniques to differentiate between different regions of chromosomes.
Actinomycin D is an antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent.
An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent. For cell culture applications, actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes.

Components

1 mg actinomycin D and 49 mg mannitol per vial

Other Notes

The powder is hygroscopic and sensitive to light.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300,H334,H351

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 2 Oral - Carc. 2 - Resp. Sens. 1

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

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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G S Ridge et al.
Nucleic acids research, 22(24), 5241-5246 (1994-12-11)
The antitumour antibiotic actinomycin D normally binds to DNA by intercalation at sequences containing the CpG step, but in the presence of daunomycin it has been reported to interact with poly(dA-dT). This observation has neither been confirmed nor explained. Here
Haishan Xu et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 16(17), 4392-4400 (2010-08-25)
ABT-737, which blocks the function of Bcl-2 and Bcl-X(L) but not Mcl-1, has shown single-agent activity in preclinical models of small cell lung cancer (SCLC). Elevated expression of Mcl-1 induces resistance to ABT-737 in SCLC. Based on the short half-life
William J Neidermyer et al.
PLoS pathogens, 15(6), e1007875-e1007875 (2019-06-22)
Infection of mammalian cells with vesicular stomatitis virus (VSV) results in the inhibition of cellular translation while viral translation proceeds efficiently. VSV RNA synthesis occurs entirely within the cytoplasm, where during transcription the viral polymerase produces 5 mRNAs that are
Louis-Marie Bloyet et al.
Journal of virology, 94(13) (2020-04-24)
Nonsegmented negative-strand (NNS) RNA viruses possess a ribonucleoprotein template in which the genomic RNA is sequestered within a homopolymer of nucleocapsid protein (N). The viral RNA-dependent RNA polymerase (RdRP) resides within an approximately 250-kDa large protein (L), along with unconventional

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