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R7772

Sigma-Aldrich

Roscovitine

≥98% (TLC)

Szinonimák:

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

Tapasztalati képlet (Hill-képlet):
C19H26N6O
CAS-szám:
186692-46-6
Molekulatömeg:
354.45
MDL-szám:
MFCD02266401
UNSPSC kód:
12352200
PubChem Substance ID:
24278682
NACRES:
NA.77

biológiai forrás

synthetic (organic)

Teszt

≥98% (TLC)

form

powder

mp

106-107 °C

oldhatóság

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

tárolási hőmérséklet

−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

Nemzetközi kémiai azonosító kulcs

BTIHMVBBUGXLCJ-OAHLLOKOSA-N

Géninformáció

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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Alkalmazás

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

Biokémiai/fiziológiai hatások

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.

Tulajdonságok és előnyök

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.

Jogi információk

Sold under license from CNRS

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Egyéni védőeszköz

Eyeshields, Gloves, type N95 (US)

Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

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Aftin-4 ≥98% (HPLC)

Sigma-Aldrich

SML1578

Aftin-4

Cdk2 Inhibitor III The Cdk2 Inhibitor III, also referenced under CAS 199986-75-9, controls the biological activity of Cdk2. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Sigma-Aldrich

238803

Cdk2 Inhibitor III

NU6140 ≥98% (HPLC)

Sigma-Aldrich

SML1323

NU6140

API-1

Sigma-Aldrich

SML1342

API-1

R547 ≥98% (HPLC)

Sigma-Aldrich

SML1254

R547

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)
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
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
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
View All Related Papers

Cikkek

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.

Tudóscsoportunk valamennyi kutatási területen rendelkezik tapasztalattal, beleértve az élettudományt, az anyagtudományt, a kémiai szintézist, a kromatográfiát, az analitikát és még sok más területet.

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