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K2015

Sigma-Aldrich

K-252a

Ready Made Solution, from Nonomuraea longicatena, >98%

Empirical Formula (Hill Notation):
C27H21N3O5
CAS Number:
Molecular Weight:
467.47
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

Nonomuraea longicatena

assay

>98%

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@]12C[C@](O)(C(=O)OC)[C@](C)(O1)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35

InChI

1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1

InChI key

KOZFSFOOLUUIGY-SOLYNIJKSA-N

Gene Information

human ... NTRK1(4914)
rat ... Prkca(24680)

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Biochem/physiol Actions

K-252a is also a specific inhibitor of Trk (tyrosine kinase) receptors and selectively blocks the effect of nerve growth factor. At lower concentrations, K-252a acts as a neuroprotective compound prompting survival of primary neuronal cultures. K-252a induces cell cycle arrest and apoptosis by inhibiting both Cdc2 and Cdc25c. K-252a improves psoriasis in a SCID mouse-human skin model and also suppresses referred mechanical hypersensitivity and neuropeptide up-regulation associated with acute pancreatitis.

Features and Benefits

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

Physical form

Supplied as a 0.2 μm-filtered 1 mM solution in dimethyl sulfoxide (DMSO).

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Z Pawlowska et al.
Journal of neurochemistry, 60(2), 678-686 (1993-02-01)
The phosphorylation of surface proteins by ecto-protein kinase has been proposed to play a role in mechanisms underlying neuronal differentiation and their responsiveness to nerve growth factor (NGF). PC12 clones represent an optimal model for investigating the mode of action
Siba P Raychaudhuri et al.
The Journal of investigative dermatology, 122(3), 812-819 (2004-04-17)
The peripheral nervous system, in addition to its sensory and motor functions, can induce a local inflammatory response known as neurogenic inflammation. This phenomenon plays a critical role in several inflammatory diseases, e.g., asthma, atopy, rheumatoid arthritis, psoriasis, and ulcerative
Ruslana Bryk et al.
Bioorganic & medicinal chemistry letters, 21(13), 4108-4114 (2011-06-03)
We report the identification of new, structurally diverse inhibitors of interferon-induced, double-stranded RNA-activated protein kinase (PKR) using a combined experimental and computational approach. A training set with which to build a predictive statistical model was generated by screening a set
M A Glicksman et al.
Journal of neurochemistry, 64(4), 1502-1512 (1995-04-01)
The organic molecule K-252a promoted cell survival, neurite outgrowth, and increased choline acetyltransferase (ChAT) activity in rat embryonic striatal and basal forebrain cultures in a concentration-dependent manner. A two- to threefold increase in survival was observed at 75 nM K-252a
L S Chin et al.
Cancer investigation, 17(6), 391-395 (1999-08-06)
The indole carbazole K252a has been shown in previous studies to inhibit the platelet-derived growth factor signal transduction pathway in gliomas. Because K252a has nonspecific effects on protein kinase function, we studied its effect on cyclin-dependent kinases (CDK) and cell

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