133280
Butyl isocyanide
97%
Synonym(s):
1-Butylisonitrile, 1-Isocyanobutane, Butyl isonitrile, n-Butyl isocyanide, n-Butyl isonitrile
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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.
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Danger
Hazard Statements
Precautionary 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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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
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
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
Straight-chain alkyl isocyanides open the distal histidine gate in crystal structures of myoglobin .
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
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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