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G1918

Sigma-Aldrich

Gö 6983

≥97%

Synonym(s):

3-[1-[3-(Dimethylamino)propyl]-5-methoxy-1H-indol-3-yl]-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C26H26N4O3
CAS Number:
133053-19-7
Molecular Weight:
442.51
MDL number:
MFCD04040031
UNSPSC Code:
12352200
PubChem Substance ID:
24894916
NACRES:
NA.77

Quality Level

100

assay

≥97%

form

powder

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

COc1ccc2n(CCCN(C)C)cc(C3=C(C(=O)NC3=O)c4c[nH]c5ccccc45)c2c1

InChI

1S/C26H26N4O3/c1-29(2)11-6-12-30-15-20(18-13-16(33-3)9-10-22(18)30)24-23(25(31)28-26(24)32)19-14-27-21-8-5-4-7-17(19)21/h4-5,7-10,13-15,27H,6,11-12H2,1-3H3,(H,28,31,32)

InChI key

LLJJDLHGZUOMQP-UHFFFAOYSA-N

Application

GO6983 has been used as a protein kinase C (PKC) inhibitor to study its effects on the nuclear import. It has also been used as a supplement in Fc medium to culture mouse embryonic stem (mES) cells on mitomycin C treated mouse embryonic fibroblasts (MEFs).

Biochem/physiol Actions

Protein kinase C (PKC) inhibitor that selectively inhibits several PKC isozymes (IC50 = 7 nM for PKCα and PKCβ; 6 nM for PKCγ; 10 nM for PKCδ; and 60 nM for PKCζ), but does not inhibit PKCμ (IC50 = 20 mM).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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Bisindolylmaleimide II ≥97% (Mixture of 2 isomers)

Sigma-Aldrich

B3056

Bisindolylmaleimide II

Bisindolylmaleimide I A highly selective, cell-permeable, and reversible protein kinase C (PKC) inhibitor (IC₅₀ = 10 nM) that is structurally similar to staurosporine.

Sigma-Aldrich

203290

Bisindolylmaleimide I

Bisindolylmaleimide X hydrochloride ≥90%, solid

Sigma-Aldrich

B3931

Bisindolylmaleimide X hydrochloride

Pluripotent state transitions coordinate morphogenesis in mouse and human embryos
Shahbazi MN, et al.
Nature, 552(7684), 239-239 (2017)
Li-Chun Lisa Tsai et al.
The Journal of biological chemistry, 290(36), 21845-21856 (2015-07-19)
Atypical protein kinase C (aPKC) enzymes signal on protein scaffolds, yet how they are maintained in an active conformation on scaffolds is unclear. A myristoylated peptide based on the autoinhibitory pseudosubstrate fragment of the atypical PKCζ, zeta inhibitory peptide (ZIP)
Ohad Gafni et al.
Nature, 504(7479), 282-286 (2013-11-01)
Mouse embryonic stem (ES) cells are isolated from the inner cell mass of blastocysts, and can be preserved in vitro in a naive inner-cell-mass-like configuration by providing exogenous stimulation with leukaemia inhibitory factor (LIF) and small molecule inhibition of ERK1/ERK2
Sara G Pollan et al.
Oncogene, 37(21), 2817-2836 (2018-03-08)
Tumor metastasis depends on the dynamic regulation of cell adhesion through β1-integrin. The Cub-Domain Containing Protein-1, CDCP1, is a transmembrane glycoprotein which regulates cell adhesion. Overexpression and loss of CDCP1 have been observed in the same cancer types to promote
Debasree Dutta et al.
Stem cells (Dayton, Ohio), 29(4), 618-628 (2011-02-11)
The intricate molecular mechanisms that regulate ESC pluripotency are incompletely understood. Prior research indicated that activation of the Janus kinase-signal transducer and activator of transcription (STAT3) pathway or inhibition of extracellular signal-regulated kinase/glycogen synthase kinase 3 (ERK/GSK3) signaling maintains mouse
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Naive Pluripotent Stem Cell Culture in an Inhibitor Based 2i/LIF Containing Serum-Free and Feeder-Free Stem Cell Media

Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.

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