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SML0127

Sigma-Aldrich

Longdaysin

≥98% (HPLC)

Synonym(e):

9-isopropyl-N-(3-(trifluoromethyl)benzyl)-9H-purin-6-amine

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About This Item

Empirische Formel (Hill-System):
C16H16F3N5
CAS-Nummer:
1353867-91-0
Molekulargewicht:
335.33
MDL-Nummer:
MFCD20527323
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825177
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Farbe

white to tan

Löslichkeit

DMSO: ≥15 mg/mL

Lagertemp.

2-8°C

SMILES String

CC(C)N(C=N1)C2=C1C(NCC3=CC(C(F)(F)F)=CC=C3)=NC=N2

InChI

1S/C16H16F3N5/c1-10(2)24-9-23-13-14(21-8-22-15(13)24)20-7-11-4-3-5-12(6-11)16(17,18)19/h3-6,8-10H,7H2,1-2H3,(H,20,21,22)

InChIKey

REKSFCCYDQMSIN-UHFFFAOYSA-N

Anwendung

Longdaysin may be used to study cell signaling that regulate the circadian clock and behavior.

Biochem./physiol. Wirkung

Longdaysin inhibits CK1, ERK2, and CDK7 kinases in low mM concentrations. The activity of longdaysin results in a lengthening of circadian periods in cell based and in vivo systems. Transgenic zebrafish harboring a per3-luc reporter gene displayed a 10 hour lengthening of circadian period when treated with longdaysin. Longdaysin reduces the phosphorylation of PER1 the regulator of molecular clock function and manipulates the circadian clock.

Piktogramme

Skull and crossbonesHealth hazard
GHS06,GHS08

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
081M4622V

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Tsuyoshi Hirota et al.
Science (New York, N.Y.), 337(6098), 1094-1097 (2012-07-17)
Impairment of the circadian clock has been associated with numerous disorders, including metabolic disease. Although small molecules that modulate clock function might offer therapeutic approaches to such diseases, only a few compounds have been identified that selectively target core clock
Urs Albrecht
Handbook of experimental pharmacology, (217)(217), 227-239 (2013-04-23)
Circadian clocks are present in nearly all tissues of an organism, including the brain. The brain is not only the site of the master coordinator of circadian rhythms located in the suprachiasmatic nuclei (SCN) but also contains SCN-independent oscillators that
Tsuyoshi Hirota et al.
PLoS biology, 8(12), e1000559-e1000559 (2010-12-24)
The circadian clock underlies daily rhythms of diverse physiological processes, and alterations in clock function have been linked to numerous pathologies. To apply chemical biology methods to modulate and dissect the clock mechanism with new chemical probes, we performed a
Sandipan Ray et al.
Life science alliance, 2(6) (2019-12-04)
Determining the exact targets and mechanisms of action of drug molecules that modulate circadian rhythms is critical to develop novel compounds to treat clock-related disorders. Here, we have used phenotypic proteomic profiling (PPP) to systematically determine molecular targets of four

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