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Key Documents

SML0440

Sigma-Aldrich

Spautin-1

≥98% (HPLC)

Synonym(s):

6-Fluoro-N-[(4-fluorophenyl)methyl]-4-quinazolinamine, C43

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About This Item

Empirical Formula (Hill Notation):
C15H11F2N3
CAS Number:
Molecular Weight:
271.26
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

FC1=CC=C(C=C1)CNC2=C3C=C(F)C=CC3=NC=N2

InChI

1S/C15H11F2N3/c16-11-3-1-10(2-4-11)8-18-15-13-7-12(17)5-6-14(13)19-9-20-15/h1-7,9H,8H2,(H,18,19,20)

InChI key

AWIVHRPYFSSVOG-UHFFFAOYSA-N

Application

Spautin-1 has been used as an autophagy inhibitor:
  • to study its effects on vascular, glial, and neuronal alterations in the oxygen-induced retinopathy mouse model
  • to evaluate its pre-treatment effect on the response of canine osteosarcoma cells to doxorubicin
  • to study its effects on the production of interleukin (IL)-6 by oxidatively stressed dendritic cells (OS-DCs) in Luminex assay

Biochem/physiol Actions

Spautin-1 inhibits the activity of two ubiquitin-specific peptidases, USP10 and USP13, causing an increase in proteasomal degradation of class III PI3 kinase complexes, which have been shown to regulate autophagy.
Specific and potent autophagy inhibitor-1 (Spautin-1) is a small molecule, which can inhibit autophagy and induce cancer cell death. It inhibits autophagy by degrading beclin-1. Spautin-1 augments the efficiency of radiation therapy and chemotherapy in various human cancer cell lines.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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Alice Verchère et al.
Scientific reports, 2, 306-306 (2012-03-09)
We describe an original activity assay for membrane transport that uses the proton motive force-dependent efflux pump MexAB from Pseudomonas aeruginosa. This pump is co-reconstituted into proteoliposomes together with bacteriorhodopsin (BR), a light-activated proton pump. In this system, upon illumination
Daniel G Panaccione et al.
Scientific reports, 7(1), 8930-8930 (2017-08-23)
Neosartorya fumigata (Aspergillus fumigatus) is the most common cause of invasive aspergillosis, a frequently fatal lung disease primarily affecting immunocompromised individuals. This opportunistic fungal pathogen produces several classes of specialised metabolites including products of a branch of the ergot alkaloid
Ge Yang et al.
Scientific reports, 7(1), 17970-17970 (2017-12-23)
Presenilin (PS1 or PS2) functions as the catalytic subunit of γ-secretase, which produces the toxic amyloid beta peptides in Alzheimer's disease (AD). The dependence of folding and structural stability of PSs on the lipophilic environment and mutation were investigated by
Kuntal Ganguly et al.
Drug delivery, 23(8), 2838-2851 (2015-11-05)
Microspheres of chitosan (CS) cross-linked with polyethylene glycol (PEG) were prepared by emulsion-cross-linking followed by the solvent evaporation technique. The formulations were characterized and subjected to in vitro and in vivo tests to assess cell growth, changes in cell morphology
Yanbin Ma et al.
PloS one, 8(2), e56500-e56500 (2013-02-26)
N-terminally his-tagged human mu opioid receptor, a G protein-coupled receptor was produced in E.coli employing synthetic codon-usage optimized constructs. The receptor was expressed in inclusion bodies and membrane-inserted in different E.coli strains. By optimizing the expression conditions the expression level

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