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Key Documents

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70485

Sigma-Aldrich

Naphthol AS-E phosphate

suitable for histology

Sinónimos:

KG-501

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About This Item

Fórmula empírica (notación de Hill):
C17H13ClNO5P
Número de CAS:
18228-17-6
Peso molecular:
377.72
Beilstein/REAXYS Number:
6664478
EC Number:
242-106-1
MDL number:
MFCD00042718
UNSPSC Code:
12352204
PubChem Substance ID:
329762485
NACRES:
NA.83

assay

≥80% (HPLC)

form

powder

application(s)

histology

storage temp.

2-8°C

SMILES string

OP(O)(=O)Oc1cc2ccccc2cc1C(=O)Nc3ccc(Cl)cc3

InChI

1S/C17H13ClNO5P/c18-13-5-7-14(8-6-13)19-17(20)15-9-11-3-1-2-4-12(11)10-16(15)24-25(21,22)23/h1-10H,(H,19,20)(H2,21,22,23)

InChI key

RQAQWBFHPMSXKR-UHFFFAOYSA-N

Categorías relacionadas

Application

Naphthol AS-E phosphate has been used as a cAMP-response element-binding protein (CREB) inhibitor to dissolve in dimethyl sulfoxide (DMSO) as a stock solution in the study to test the hypothesis that oncostatin M (OSM) may confer neuronal resistance against 3-nitropropionic acid (3-NP).

Biochem/physiol Actions

Naphthol AS-E phosphate/KG501, a small-molecule antagonist has the ability to prevent cAMP-response element-binding protein (CREB) pathway. It can also interfere with the interaction of Myb-KIX in vitro and block the actions of Myb in vivo.

Other Notes

Histochemical substrate for alkaline phosphatases,KG-501 blocks cAMP-induction of CREB (cAMP Response Element Binding Protein)-dependent target gene transcription (Ki 10 microM)) through interference in the binding between the KID domain of CREB and KIX domain of CBP (CREB Binding Protein), classic activator-coactivator interaction.

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)

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Naphthol AS-E phosphate inhibits the activity of the transcription factor Myb by blocking the interaction with the KIX domain of the coactivator p300
Uttarkar S, et al.
Molecular Cancer Therapeutics, molcanther-molcan0662 (2015)
Phosphates of the naphthol AS series in the quantitative determination of alkaline and acid phosphatase activities in situ studied in polyacrylamide membrane model systems and by cytospectrophotometry
Lojda, Z., et al.
Histochemistry and Cell Biology, 11, 13-32 (1967)
Hui-Chi Lai et al.
PloS one, 6(11), e28280-e28280 (2011-12-06)
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Nurbek Mambetsariev et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(4), 1032-1037 (2016-01-13)
The adaptor protein TNF receptor-associated factor 3 (TRAF3) regulates signaling through B-lymphocyte receptors, including CD40, BAFF receptor, and Toll-like receptors, and also plays a critical role inhibiting B-cell homoeostatic survival. Consistent with these findings, loss-of-function human TRAF3 mutations are common
Cody McGrath et al.
Frontiers in endocrinology, 12, 782194-782194 (2022-02-12)
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