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Key Documents

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297666

Sigma-Aldrich

2-Isobutil-3-metoxipirazina

99%

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About This Item

Fórmula empírica (notación de Hill):
C9H14N2O
Número de CAS:
24683-00-9
Peso molecular:
166.22
EC Number:
246-402-1
MDL number:
MFCD00006128
UNSPSC Code:
12352100
PubChem Substance ID:
24857918
NACRES:
NA.22

assay

99%

refractive index

n20/D 1.49 (lit.)

density

0.99 g/mL at 25 °C (lit.)

SMILES string

COc1nccnc1CC(C)C

InChI

1S/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3

InChI key

UXFSPRAGHGMRSQ-UHFFFAOYSA-N

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Categorías relacionadas

General description

2-Isobutyl-3-methoxypyrazine, a potent bell-pepper odourant, has been found to bind to cow olfactory mucosa homogenate.

Application

2-Isobutyl-3-methoxypyrazine has been employed as a model odorant molecule during an electrochemical assay for the detection of odorant molecules based on a rat odorant-binding protein (rOBP3).

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Emilie Barou et al.
Bioelectrochemistry (Amsterdam, Netherlands), 101, 28-34 (2014-07-18)
We developed an electrochemical assay for the detection of odorant molecules based on a rat odorant-binding protein (rOBP3). We demonstrated that rOBP3 cavity binds 2-methyl-1,4-naphtoquinone (MNQ), an electrochemical probe, as depicted from the decrease of its electrochemical signal, and deduced
P Pelosi et al.
The Biochemical journal, 201(1), 245-248 (1982-01-01)
2-Isobutyl-3-methoxypyrazine, a potent bell-pepper odorant, binds to cow olfactory mucosa homogenate. The receptor is saturable in the micromolar range and is competitively inhibited by other bell-pepper odourants, but not by other pyrazines of different odours. Other tissues do not bind
Maria Staiano et al.
Biopolymers, 89(4), 284-291 (2007-12-22)
The effects of hydrostatic pressure on the structure and stability of porcine odorant-binding protein (pOBP) in the presence and absence of the odorant molecule 2-isobutyl-3-methoxypyrazine (IBMP) were studied by steady-state and time-resolved fluorescence spectroscopy as well as by molecular dynamics
Elizabeth Barratt et al.
Journal of the American Chemical Society, 127(33), 11827-11834 (2005-08-18)
In the present study we examine the enthalpy of binding of 2-methoxy-3-isobutylpyrazine (IBMP) to the mouse major urinary protein (MUP), using a combination of isothermal titration calorimetry (ITC), NMR, X-ray crystallography, all-atom molecular dynamics simulations, and site-directed mutagenesis. Global thermodynamics
Alfredo Koch et al.
Physiologia plantarum, 145(2), 275-285 (2012-01-10)
The roles of light and temperature in the accumulation of the vegetal impact compound 2-methoxy-3-isobutylpyrazine (MIBP) in grape (Vitis vinifera L.) berries were determined. Individual clusters were exposed to various light intensities using neutral density shade cloth before ripening, during
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