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33211

Sigma-Aldrich

Cadaverine

purum, ≥97.0% (GC)

Synonym(s):

1,5-Diaminopentane, 1,5-Pentanediamine, Pentamethylenediamine

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About This Item

Linear Formula:
NH2(CH2)5NH2
CAS Number:
462-94-2
Molecular Weight:
102.18
Beilstein:
1697256
EC Number:
207-329-0
MDL number:
MFCD00008239
UNSPSC Code:
12352100
PubChem Substance ID:
329754472
NACRES:
NA.22

grade

purum

Quality Level

200

Assay

≥97.0% (GC)

form

liquid

refractive index

n20/D 1.458 (lit.)
n20/D 1.458

bp

178-180 °C (lit.)

mp

14-16 °C (lit.)

solubility

1 M HCl: soluble 0.5 g/10 mL, clear, colorless

density

0.869 g/mL at 20 °C
0.873 g/mL at 25 °C (lit.)

SMILES string

NCCCCCN

InChI

1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2

InChI key

VHRGRCVQAFMJIZ-UHFFFAOYSA-N

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General description

Cadaverine is a biogenic amine. Mechanism of cadaverine fermentation by Corynebacterium glutamicum was reported.
Cadaverine, a diamine, has been reported as a cadaveric volatile organic compound. Its effect on the electroantennographic (EAG) and behavioral responses of silphine species, Thanatophilus sinuatus Fabricius has been investigated.

Application

Cadaverine has been used as diamine in the synthesis of diamine-inorganic anion [Cl-, SO42-, HPO42-, P2O74- and Fe(CN)64-] complexes.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Takashi Mimitsuka et al.
Bioscience, biotechnology, and biochemistry, 71(9), 2130-2135 (2007-09-27)
Cadaverine, the expected raw material of polyamides, is produced by decarboxylation of L-lysine. If we could produce cadaverine from the cheapest sugar, and as a renewable resource, it would be an effective solution against global warming, but there has been
Binding of polyanions by biogenic amines. I. Formation and stability of protonated putrescine and cadaverine complexes with inorganic anions.
De Robertis A, et al.
Talanta, 46(5), 1085-1093 (1998)
Electrophysiological and behavioral responses of Thanatophilus sinuatus Fabricius (Coleoptera: Silphidae) to selected cadaveric volatile organic compounds.
Dekeirsschieter J, et al.
Journal of Forensic Sciences, 58(4), 917-923 (2013)
Biljana R Cvetković et al.
Food chemistry, 168, 471-477 (2014-08-31)
White cabbage heads cultivar "Futoški" and hybrid "Bravo" were investigated during fermentation process, for 50days, at different temperature regimes (16-18; 18-20; 20-22°C) and salt concentrations 1, 1.5 and 2%. The quantity of biogenic amines (tryptamine, phenylethylamine, putrescine, cadaverine, histamine, serotonine
S Kubota et al.
Cancer research, 43(5), 2363-2367 (1983-05-01)
We developed a new simple enzymatic assay method for measuring urinary polyamines (total amount of putrescine, spermidine, and cadaverine), using an acylpolyamine amidohydrolase and a putrescine oxidase. First conjugated polyamines (putrescine, spermidine, and cadaverine) in urine were hydrolyzed by incubation
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