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133280

Sigma-Aldrich

Butyl isocyanide

97%

Synonym(s):

1-Butylisonitrile, 1-Isocyanobutane, Butyl isonitrile, n-Butyl isocyanide, n-Butyl isonitrile

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About This Item

Linear Formula:
CH3(CH2)3NC
CAS Number:
2769-64-4
Molecular Weight:
83.13
EC Number:
220-458-7
MDL number:
MFCD00000008
UNSPSC Code:
12352100
PubChem Substance ID:
24848097
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.396 (lit.)

density

0.795 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCC[N+]#[C-]

InChI

1S/C5H9N/c1-3-4-5-6-2/h3-5H2,1H3

InChI key

FSBLVBBRXSCOKU-UHFFFAOYSA-N

Related Categories

Application

Butyl isocyanide was used to study the crystal structure of carbon monoxide dehydrogenases-II isolated from Carboxydothermus hydrogenoformans. It was used to probe the mechanism of NO activation of the hemoprotein soluble guanylate cyclase. .

Biochem/physiol Actions

Butyl isocyanide forms complex with ferric and ferrous iron of the heme in cytochrome P450.

Other Notes

May form haziness and/or precipitate with no loss in purity.

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

69.8 °F - closed cup

Flash Point(C)

21 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J Doussière et al.
Biochemistry, 35(41), 13400-13410 (1996-10-15)
The NADPH oxidase complex of activated neutrophils consists of a membrane-bound flavocytochrome b and cytosolic activation factors. Despite its ability to react with O2, the heme b component of the flavocytochrome is insensitive to cyanide and CO2, and slowly reactive
G A Bálint et al.
Acta medica Hungarica, 41(4), 247-252 (1984-01-01)
The microsomal fraction of the liver was studied for protein and cytochrome P450 contents as well as for aminopyrine-N-demethylase and aniline-hydroxylase activity and for its BIC spectrum under the effect of PG-I2 treatment. A significant increase was found in the
Robert D Smith et al.
Biochemistry, 49(24), 4977-4986 (2010-05-21)
Crystal structures of methyl, ethyl, propyl, and butyl isocyanide bound to sperm whale myoglobin (Mb) reveal two major conformations. In the in conformer, His(E7) is in a "closed" position, forcing the ligand alkyl chain to point inward. In the out
Alessandra Pesce et al.
Methods in enzymology, 436, 303-315 (2008-02-02)
Protein matrix cavities and extended tunnels can effectively channel substrates and products to and from active sites in enzymes. Substrate and product channeling can enhance catalytic efficiency by reducing the intramolecular diffusion times to and from reaction centers. Moreover, protected
Y Imai et al.
Biochimica et biophysica acta, 1207(1), 49-57 (1994-07-20)
Thr-303 to Lys-mutated P-450 2E1, as well as Thr-301 to Lys-mutated P-450 2C2, had absorption spectra characteristic of a nitrogenous ligand-bound form of P-450, such as the pyridine complex of P-450 2E1; (i) in the ferric state, the red-shifted Soret
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