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Key Documents

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:
Molecular Weight:
83.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.396 (lit.)

density

0.795 g/mL at 25 °C (lit.)

functional group

amine
isonitrile

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.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

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

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T Tomita et al.
The Journal of biological chemistry, 276(39), 36261-36267 (2001-07-19)
Alkylisocyanide adducts of microsomal P450 exist in two interconvertible forms, each giving the Soret maximum around 430 or 455 nm. This is demonstrated with a rabbit liver P450 2B4. Resonance Raman spectra of the 430- and 455-nm forms were examined
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
C Mouro et al.
FEBS letters, 455(3), 302-306 (1999-08-07)
A 1H nuclear magnetic resonance study of the complex of cytochrome P450cam-putidaredoxin has been performed. Isocyanide is bound to cytochrome P450cam in order to increase the stability of the protein both in the reduced and the oxidized state. Diprotein complex
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
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

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