As mentioned in the 'PROPERTIES' section, this product can be solubilized in chloroform at 50 mg/mL. In addition, this material is also soluble in DMSO at 5 mg/mL. DMSO stock solutions are stable for at least 6 months at -20°C. Please see the link below to review the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/140/282/r7772pis.pdf
R7772
Roscovitine
≥98% (TLC)
Synonym(s):
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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RM 510.00
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1 MG
RM 510.00
5 MG
RM 1,764.00
About This Item
Empirical Formula (Hill Notation):
C19H26N6O
CAS Number:
Molecular Weight:
354.45
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
biological source
synthetic (organic)
Assay
≥98% (TLC)
form
powder
mp
106-107 °C
solubility
chloroform: 50 mg/mL, clear, colorless to light yellow
storage temp.
−20°C
SMILES string
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
InChI key
BTIHMVBBUGXLCJ-OAHLLOKOSA-N
Gene Information
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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Application
Roscovitine has been used:
- an inhibitor of p34cdc2/cyclin B kinase to preculture porcine oocytes[1]
- as a supplement in TCM199 medium for in vitro prematuration of cumulus-oocyte complexes (COCs) of adult goats[2]
- in astrocyte conditioned media as an inhibitor of cyclin-dependent kinase 5 (CDK5)[3]
- as a CDK2 inhibitor in culture media to treat hESCs[4]
Biochem/physiol Actions
Roscovitine is a purine derived inhibitor. It stimulates apoptosis in cancer cells.[5] 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.[2]
Roscovitine is a potent, selective inhibitor of cyclin-dependent kinases.
Features and Benefits
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.
Legal Information
Sold under license from CNRS
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Articles
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.
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