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K1639

Sigma-Aldrich

K-252a

from Nonomuraea longicatena, ≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C27H21N3O5
CAS Number:
99533-80-9
Molecular Weight:
467.47
MDL number:
MFCD00161522
UNSPSC Code:
12352200
PubChem Substance ID:
24896210
NACRES:
NA.77

biological source

Nonomuraea longicatena

Quality Level

200

assay

≥98% (HPLC)

form

solid

solubility

DMF: 1 mg/mL
DMSO: 1 mg/mL

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

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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Application

K-252a has been used:
  • as a tropomyosin receptor kinase (Trk) inhibitor to study the role of TrkA signaling in rats
  • as a Trk inhibitor for inducing in vitro injury in retinal Müller glial cells to study the effects of cord blood serum (CBS)
  • as a general protein kinase inhibitor to study its effect on in vitro human somatic testicular cell reassembly

Biochem/physiol Actions

K-252a is a selective inhibitor of tyrosine protein kinase. It targets a wide range of protein kinases with IC50 values between 3 and 25nM and the neurotrophin receptor-tropomyosin receptor kinase.

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Carmen Ciavarella et al.
PloS one, 15(6), e0234145-e0234145 (2020-06-05)
Oxidative stress and inflammation determine retinal ganglion cell degeneration, leading to retinal impairment and vision loss. Müller glial cells regulate retinal repair under injury, through gliosis. Meanwhile, reactive gliosis can turn in pathological effects, contributing to neurodegeneration. In the present
Alla Khodorova et al.
Neuroscience, 340, 384-397 (2016-11-09)
The p75 neurotrophin receptor (p75NTR) and its activation of the sphingomyelin signaling cascade are essential for mechanical hypersensitivity resulting from locally injected nerve growth factor (NGF). Here the roles of the same effectors, and of the tropomyosin receptor kinase A
Kalsoom Sughra et al.
PloS one, 5(9), e12683-e12683 (2010-09-22)
I-kappa B kinase 2 (IKK2 or IKK-beta) is one of the most crucial signaling kinases for activation of NF-kappa B, a transcription factor that is important for inflammation, cell survival and differentiation. Since many NF-kappa B activating pathways converge at
Teng-Teng Ren et al.
International journal of medical sciences, 17(14), 2207-2213 (2020-09-15)
2,3,5,4'-Tetrahydroxystilbene-2-O-β-d-glucoside (THSG) is the major active ingredient in Plygonum multiflorum that displays a great deal of health-benefits including anti-oxidation, anti-hyperlipidemia, anti-cancer, anti-inflammation and neuroprotection. However, it is unclear whether THSG exerts neuroprotective functions by regulating neurotrophic factors and their associated
Yun Yu et al.
Food & function, 10(9), 6009-6019 (2019-09-05)
The major bioactive ingredient THSG of Polygonum multiflorum is well established for its anti-oxidation, anti-aging and anti-inflammation properties. Increasing evidence supports the capacity of THSG to ameliorate the biochemistry of neurotrophins and their downstream signaling axis in mouse models to
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