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K2015

Sigma-Aldrich

K-252a

Ready Made Solution, from Nonomuraea longicatena, >98%

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Synonym(s):
SF 2370
Empirical Formula (Hill Notation):
C27H21N3O5
CAS Number:
99533-80-9
Molecular Weight:
467.47
EC Number:
200-664-3
MDL number:
MFCD00161522
UNSPSC Code:
51101500
PubChem Substance ID:
329817131
NACRES:
NA.77

biological source

Nonomuraea longicatena

Quality Level

200

Assay

>98%

form

solution

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).

related product

Product No.
Description
Pricing

WGK

WGK 1

Flash Point(F)

188.6 °F

Flash Point(C)

87 °C

Personal Protective Equipment

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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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
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
Winston, J.H., et al.
Pain, 4, 329-337 (2003)
Haridas B Rode et al.
Bioorganic & medicinal chemistry, 19(1), 429-439 (2010-12-07)
Here we present the synthesis and biological activity of a series of 7-substituted-1-(3-bromophenylamino)isoquinoline-4-carbonitriles as inhibitors of myosin light chain kinase (MLCK) and the epidermal growth factor receptor kinase (EGFR). The inhibitory effect of these molecules was found to be dependent
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