133280
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
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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.
accessory
Product No.
Description
Pricing
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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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Y Imai et al.
Biochimica et biophysica acta, 1337(1), 66-74 (1997-01-04)
Heme-external ligand interactions of P-450nor were examined spectrophotometrically and compared with those of other P-450s. Most nitrogenous ligands induced type II spectral changes on binding to ferric P-450nor, as did other P-450s. In contrast with other P-450s, 2-methylpyridine and 1-butanol
Akira Ikezaki et al.
Chemical communications (Cambridge, England), (19)(19), 2257-2259 (2008-05-09)
Addition of tert-butylisocyanide (tBuNC) to a CD2Cl2 solution of the bis(perchlorato)(meso-tetramesitylporphyrinato) iron(III) cation radical leads to the formation of the corresponding bis(adduct), [Fe(TMP)(tBuNC)2]2+, whose electronic structure is in sharp contrast to that of the corresponding imidazole(HIm) complex, [Fe(TMP)(HIm)2]2+; the former
T H Tahirov et al.
Nature structural biology, 3(5), 459-464 (1996-05-01)
We have determined the structure of n-butylisocyanide-bound Rhodobacter capsulatus cytochrome c'. This is the first example of a ligand-bound structure of a class IIa cytochrome c. Compared with the structure of native cytochrome c', there are significant conformational changes of
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
Straight-chain alkyl isocyanides open the distal histidine gate in crystal structures of myoglobin .
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
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