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P3755

Sigma-Aldrich

6-Propyl-2-Thiouracil

enzyme inhibitor

Synonym(e):

2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinon, 4-Hydroxy-2-mercapto-6-propyl-pyrimidin

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About This Item

Empirische Formel (Hill-System):
C7H10N2OS
CAS-Nummer:
51-52-5
Molekulargewicht:
170.23
Beilstein:
130039
EG-Nummer:
200-103-2
MDL-Nummer:
MFCD00006041
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24898446
NACRES:
NA.51

Beschreibung

enzyme inhibitor

Qualitätsniveau

200

Assay

≥99% (HPLC)

Form

powder

mp (Schmelzpunkt)

218-220 °C (lit.)

Löslichkeit

10% NH3: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES String

CCCC1=CC(=O)NC(=S)N1

InChI

1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)

InChIKey

KNAHARQHSZJURB-UHFFFAOYSA-N

Angaben zum Gen

human ... DIO1(1733) , TPO(7173)

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Allgemeine Beschreibung

6-Propyl-2-thiouracil or 6-n-Propylthiouracil (PROP) is a compound with a bitter taste.

Anwendung

6-Propyl-2-thiouracil (PROP) has been used to impregnate on disk for PROP taster status studies for sensory characterization in a defined human sample group. It has been used as a screening agent for testing the intensity of taste by labeled magnitude scale (LMS).
6-Propyl-2-thiouracil is a thyreostatic (thyroid hormone) agent that may be used as a reference material in thyreostatic drug separation and detection technologies such as capillary electrophoresis, high performance liquid chromatography (HPLC), or gas chromatography.

Biochem./physiol. Wirkung

6-Propyl-2-thiouracil (6-PTU), a potential inhibitor of D1 iodothyronine deiodinase, is involved in the deiodination of iodothyronines. It is an uncompetitive inhibitor of iodothyronine substrates.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

H-Sätze

H302,H351

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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Adiposity in middle-aged women is associated with genetic taste blindness to 6-n-propylthiouracil
Goldstein G L, et al.
Obesity Research, 13(6), 1017-1023 (2005)
Characterization of recombinant Xenopus laevis type I iodothyronine deiodinase: substitution of a proline residue in the catalytic center by serine (Pro132Ser) restores sensitivity to 6-propyl-2-thiouracil
Kuiper George GJM, et al.
Endocrinology, 147(7), 3519-3529 (2006)
Tyler S Allison et al.
PloS one, 15(8), e0237142-e0237142 (2020-08-09)
Electrical stimulation of nerve endings in the tongue can be used to communicate information to users and has been shown to be highly effective in sensory substitution applications. The anterior tip of the tongue has very small somatosensory receptive fields
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Rebaudioside (Reb) D and M are the recent focus of the food industry to address the bitter taste challenge of Reb A, which is the most commonly used steviol glycoside in natural sweetener stevia. This study evaluated the sensory characteristics
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Nutrients, 12(9) (2020-09-25)
Astringency is a complex oral sensation, commonly experienced when dietary polyphenols interact with salivary proteins. Most astringent stimuli alter protein levels, which then require time to be replenished. Although it is standard practice in astringency research to provide breaks in
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