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R7772

Sigma-Aldrich

Roscovitine

≥98% (TLC)

Sinonimo/i:

2-(R)-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol, 6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine

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About This Item

Formula empirica (notazione di Hill):
C19H26N6O
Numero CAS:
186692-46-6
Peso molecolare:
354.45
Numero MDL:
MFCD02266401
Codice UNSPSC:
12352200
ID PubChem:
24278682
NACRES:
NA.77

Origine biologica

synthetic (organic)

Saggio

≥98% (TLC)

Forma fisica

powder

Punto di fusione

106-107 °C

Solubilità

chloroform: 50 mg/mL, clear, colorless to light yellow

Temperatura di conservazione

−20°C

Stringa SMILE

CC[C@H](CO)Nc1nc(NCc2ccccc2)c3ncn(C(C)C)c3n1

InChI

1S/C19H26N6O/c1-4-15(11-26)22-19-23-17(20-10-14-8-6-5-7-9-14)16-18(24-19)25(12-21-16)13(2)3/h5-9,12-13,15,26H,4,10-11H2,1-3H3,(H2,20,22,23,24)/t15-/m1/s1
BTIHMVBBUGXLCJ-OAHLLOKOSA-N

Informazioni sul gene

human ... CDK1(983) , CDK2(1017) , CDK5(1020) , CDK7(1022) , CDK9(1025) , CDKN1A(1026) , CDKN1B(1027) , CDKN1C(1028) , CDKN2A(1029) , CDKN2B(1030) , CDKN2C(1031) , CDKN2D(1032) , CDKN3(1033)
mouse ... CDK1(12534)
rat ... CDK1(54237)

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Categorie correlate

Applicazioni

Roscovitine has been used:
  • an inhibitor of p34cdc2/cyclin B kinase to preculture porcine oocytes
  • as a supplement in TCM199 medium for in vitro prematuration of cumulus-oocyte complexes (COCs) of adult goats
  • in astrocyte conditioned media as an inhibitor of cyclin-dependent kinase 5 (CDK5)
  • as a CDK2 inhibitor in culture media to treat hESCs

Azioni biochim/fisiol

Roscovitine is a purine derived inhibitor. It stimulates apoptosis in cancer cells. It has inhibitory action on mitogen activated protein kinase (MAPK) and M-phase promoting factor (MPF) kinase activity. Roscovitine is known to arrest meiosis and thus, prevent embryonic development.
Roscovitine is a potent, selective inhibitor of cyclin-dependent kinases.

Caratteristiche e vantaggi

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.
This compound is featured on the CDKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Note legali

Sold under license from CNRS

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Aftin-4 ≥98% (HPLC)

Sigma-Aldrich

SML1578

Aftin-4

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Sigma-Aldrich

238803

Cdk2 Inhibitor III

NU6140 ≥98% (HPLC)

Sigma-Aldrich

SML1323

NU6140

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Sigma-Aldrich

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R547 ≥98% (HPLC)

Sigma-Aldrich

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Qian Liang et al.
Scientific reports, 3, 2932-2932 (2013-10-15)
Epithelial-mesenchymal transition is a change of cellular plasticity critical for embryonic development and tumor metastasis. CDK5 is a proline-directed serine/threonine kinase playing important roles in cancer progression. Here we show that CDK5 is commonly overexpressed and significantly correlated with several
Bich Na Shin et al.
Scientific reports, 9(1), 13032-13032 (2019-09-12)
Abnormal activation of cyclin-dependent kinase 5 (Cdk5) is associated with pathophysiological conditions. Ischemic preconditioning (IPC) can provide neuroprotective effects against subsequent lethal ischemic insult. The objective of this study was to determine how Cdk5 and related molecules could affect neuroprotection
Eva Maria Putz et al.
Cell reports, 4(3), 437-444 (2013-08-13)
The transcription factor STAT1 is important in natural killer (NK) cells, which provide immediate defense against tumor and virally infected cells. We show that mutation of a single phosphorylation site (Stat1-S727A) enhances NK cell cytotoxicity against a range of tumor
Birth of piglets after transferring of in vitro-produced embryos pre-matured with R-roscovitine
Coy P, et al.
Reproduction (Cambridge, England), 129(6), 747-755 (2005)
Advances in Putrescine Research and Application, 4-4 (2013)
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Articoli

Discover Bioactive Small Molecules for Cell Cycle

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

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.