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C9911

Sigma-Aldrich

(S)-(+)-Camptothecin

≥90% (HPLC), powder, DNA topoisomerase I inhibitor

Sinônimo(s):

(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

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100 MG
R$ 1.158,00
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100 MG
R$ 1.158,00
250 MG
R$ 2.534,00
1 G
R$ 6.933,00

About This Item

Fórmula empírica (Notação de Hill):
C20H16N2O4
Número CAS:
Peso molecular:
348.35
Beilstein:
631069
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

R$ 1.158,00


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Nome do produto

(S)-(+)-Camptothecin, ≥90% (HPLC), powder

Nível de qualidade

Ensaio

≥90% (HPLC)

Formulário

powder

pf

260 °C (dec.) (lit.)

solubilidade

chloroform/methanol (4:1): 5 mg/mL

espectro de atividade do antibiótico

neoplastics

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O

InChI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

chave InChI

VSJKWCGYPAHWDS-FQEVSTJZSA-N

Informações sobre genes

human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)

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Ações bioquímicas/fisiológicas

(S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 26S proteasome, thus depleting cellular topoisomerase I. Blocks the cell cycle in S-phase at low does and induces apoptosis in a large number of normal and tumor cell lines by cell cycle-dependent and cell cycle-independent processes.

Características e benefícios

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.

Outras notas

20S isomer

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Oral - Muta. 1B

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Artigos

We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Questions

1–4 of 4 Questions  
  1. What is Product C9911, (S)-(+)-Camptothecin, soluble in?

    1 answer
    1. This product is soluble in DMSO (10 mg/mL). At higher concentrations, heating is required for the product to dissolve completely (approximately 10 minutes at 95°C), but some precipitation occurs upon cooling to room temperature. It is also soluble in 1 N NaOH (50 mg/mL) and methanol (50 mg/mL).

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. What is the extinction coefficient of Product C9911, (S)-(+)-Camptothecin?

    1 answer
    1. The millimolar extinction coefficients (EmM) at various wavelengths are 37.3 (220 nm); 29.2 (254 nm); 4.9 (290 nm); 19.9 (370 nm).

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  4. What is the solution stability of Product C9911, (S)-(+)-Camptothecin?

    1 answer
    1. Stock solutions of camptothecin in DMSO can be stored at -20°C for up to 3 months.

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