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SML0569

Sigma-Aldrich

RO-3306

≥98% (HPLC), powder, CDK1 inhibitor

Synonyme(s) :

(5Z)-5-Quinolin-6-ylmethylene-2-[(thiophen-2-ylmethyl)-amino]-thiazol-4-one, 5-(6-Quinolinylmethylene)-2-[(2-thienylmethyl)amino]-4(5H)-thiazolone

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About This Item

Formule empirique (notation de Hill):
C18H13N3OS2
Numéro CAS:
872573-93-8
Poids moléculaire :
351.45
Numéro MDL:
MFCD17392573
Code UNSPSC :
12352200
ID de substance PubChem :
329825559
Nomenclature NACRES :
NA.77

product name

RO-3306, ≥98% (HPLC)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

off-white to brown

Solubilité

DMSO: 5 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

O=C1N=C(NCC2=CC=CS2)S/C1=C\C3=CC4=C(C=C3)N=CC=C4

InChI

1S/C18H13N3OS2/c22-17-16(24-18(21-17)20-11-14-4-2-8-23-14)10-12-5-6-15-13(9-12)3-1-7-19-15/h1-10H,11H2,(H,20,21,22)/b16-10-

Clé InChI

XOLMRFUGOINFDQ-YBEGLDIGSA-N

Application

RO-3306 has been used:
  • To study the significance of CA4-mediated cytotoxicity in mitotic arrest
  • In cell cycle synchronization to conduct a study on proteomics
  • As a CDK1 inhibitor, to prevent early mitotic entry

Actions biochimiques/physiologiques

CDK1 (cyclin dependent kinase 1) is considered to be the “master switch” in cell division, which maintains the mitotic state of cells.
RO-3306 is a selective ATP-competitive inhibitor of CDK1. It inhibites CDK1 cyclin B1 activity with Ki of 35 nM, nearly 10-fold selectivity relative to CDK2/cyclin E and over 50-fold relative to CDK4/cyclin D. RO-3306 has been used to cause cell cycle arrest at the G2/M boundary.

Caractéristiques et avantages

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Visualization of human karyopherin beta-1/importin beta-1 interactions with protein partners in mitotic cells by co-immunoprecipitation and proximity ligation assays.
Francesco L, et al.
Scientific Reports, 8(1), 1850-1850 (2018)
Tamara B Garcia et al.
Leukemia research, 64, 30-33 (2017-11-28)
Inhibition of WEE1 is emerging as a promising chemosensitization strategy in many cancers including acute leukemia. Our lab and others have demonstrated that a small-molecule inhibitor of WEE1, AZD1775, sensitizes acute leukemia cells to cytarabine; however, a mechanism of combinatorial
Selective small-molecule inhibitor reveals critical mitotic functions of human CDK1.
Vassilev L T, et al.
Proceedings of the National Academy of Sciences of the USA, 103(28), 10660-10665 (2006)
Structurally simplified biphenyl combretastatin A4 derivatives retain in vitro anti-cancer activity dependent on mitotic arrest.
Tarade D, et al.
PLoS ONE, 12(3), e0171806-e0171806 (2017)
BRCA2 suppresses replication stress-induced mitotic and G1 abnormalities through homologous recombination.
Feng W and Jasin M
Nature Communications, 8(1), 525-525 (2017)
Afficher tous les articles scientifiques apparentés

Articles

Cyclin-dependent Kinases (CDKs)

Cyclin dependent kinases (CDKs) are typical serine/threonine kinases that display the 11 subdomains shared by all kinases. The complete sequence of the Homo sapiens genome shows that among the ~30,000 predicted genes, there are 13 CDKs and 25 cyclins. Eleven CDKS and their associated cyclins have been characterized in man.

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