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U6508

Sigma-Aldrich

UCN-01

≥97% (HPLC), powder

Synonym(s):

KW-2401

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About This Item

Empirical Formula (Hill Notation):
C28H26N4O4
CAS Number:
112953-11-4
Molecular Weight:
482.53
MDL number:
MFCD26960886
UNSPSC Code:
12352200
PubChem Substance ID:
24724639
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

optical activity

[α]20/D 130 to 160°, c = 0.2 in DMSO

storage condition

protect from light

color

light yellow

solubility

DMSO: >5 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

[H][C@@]1(C[C@@H](NC)[C@H]2OC)N3C4=C(N([C@@]2(C)O1)C5=C6C=CC=C5)C6=C7C(C(N[C@@H]7O)=O)=C4C8=C3C=CC=C8

InChI

1S/C28H26N4O4/c1-28-25(35-3)15(29-2)12-18(36-28)31-16-10-6-4-8-13(16)19-21-22(27(34)30-26(21)33)20-14-9-5-7-11-17(14)32(28)24(20)23(19)31/h4-11,15,18,25,27,29,34H,12H2,1-3H3,(H,30,33)/t15-,18-,25-,27-,28+/m1/s1

InChI key

PBCZSGKMGDDXIJ-HQCWYSJUSA-N

Gene Information

human ... CDK2(1017) , CDK4(1019) , CDK6(1021) , CHEK1(1111) , PDPK1(5170) , PRKCA(5578) , PRKCB(5579) , PRKCD(5580) , PRKCE(5581) , PRKCG(5582) , PRKCH(5583) , PRKCI(5584) , PRKCQ(5588) , PRKCZ(5590) , PRKD1(5587) , PRKD3(23683)

Application

UCN-01 has been used to study checkpoint kinase-1 (CHK1) protein function in trophoblast stem (TS) cells. It has also been used to study UV-induced CHK1 phosphorylation in IB10 cells.

Biochem/physiol Actions

UCN-01 is a selective inhibitor for conventional PKC isotypes over novel PKC isotypes.

Features and Benefits

This compound is featured on the PKB/Akt and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

UCN-01 is soluble in DMSO at a concentration that is greater than 5 mg/ml. However, it is insoluble in water.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Motofumi Suzuki et al.
Translational oncology, 10(4), 491-500 (2017-05-28)
Checkpoint kinase 1 (Chk1) is an evolutionarily conserved serine/threonine kinase that plays an important role in G
Sung-Bau Lee et al.
Science advances, 4(8), eaat4985-eaat4985 (2018-08-14)
DNA sequence and epigenetic information embedded in chromatin must be faithfully duplicated and transmitted to daughter cells during cell division. However, how chromatin assembly and DNA replication are integrated remains unclear. We examined the contribution of the Tousled-like kinases 1
Tiara Bunga Mayang Permata et al.
Oncogene, 38(23), 4452-4466 (2019-02-14)
Programmed death-ligand 1 (PD-L1) is a key factor influencing cancer immunotherapy; however, the regulation of PD-L1 expression in cancer cells remains unclear, particularly regarding DNA damage, repair and its signalling. Herein, we demonstrate that oxidative DNA damage induced by exogenously
Sacha Benaoudia et al.
EMBO reports, 20(9), e48235-e48235 (2019-07-30)
Caspase-4, the cytosolic LPS sensor, and gasdermin D, its downstream effector, constitute the non-canonical inflammasome, which drives inflammatory responses during Gram-negative bacterial infections. It remains unclear whether other proteins regulate cytosolic LPS sensing, particularly in human cells. Here, we conduct
S Akinaga et al.
Anti-cancer drug design, 15(1), 43-52 (2000-07-11)
UCN-01 (7-hydroxystaurosporine) is a protein kinase inhibitor which is under development as an anti-cancer agent in the USA and Japan. Although UCN-01 was originally isolated from the culture broth of Streptomyces sp. as a protein kinase C-selective inhibitor, its ultimate
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