Skip to Content
Merck
All Photos(1)

Documents

P5780

Sigma-Aldrich

Putrescine dihydrochloride

powder, BioReagent, suitable for cell culture

Synonym(s):

1,4-Butanediamine dihydrochloride, 1,4-Diaminobutane dihydrochloride, Tetramethylenediamine dihydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
NH2(CH2)4NH2 · 2HCl
CAS Number:
Molecular Weight:
161.07
Beilstein:
3906680
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

biological source

microbial
synthetic

product line

BioReagent

Assay

≥97% (TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

280 °C (dec.) (lit.)

solubility

H2O: 100 mg/mL

SMILES string

Cl[H].Cl[H].NCCCCN

InChI

1S/C4H12N2.2ClH/c5-3-1-2-4-6;;/h1-6H2;2*1H

InChI key

XXWCODXIQWIHQN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Putrescine is an end product of fatty acid metabolism in dead tissues. It is a volatile diamine with pungent odour. It is synthesized by the decarboxylation of ornithine in the presence of enzyme, ornithine decarboxylase. Molecular docking studies reveal the binding of putrescine to human receptors called the trace amine-associated receptors (TAAR6 and TAAR8), present in olfactory epithelium.

Application

Putrescine dihydrochloride has been used as medium component in F-12 + GlutaMax medium for mice ganglia culture, retinal ganglion cell culture and in HCT116 colon carcinoma cells for ornithine decarboxylase (ODC) assay.

Biochem/physiol Actions

Binds to the polyamine modulatory site of the NMDA receptor and potentiates NMDA-induced currents; precursor of spermidine.
Putrescine is regarded as a marker of stress in plants. External supplementation of putrescine helps wheat plants to overcome drought stress. It is crucial for cell proliferation in animals and modulates abscisic acid (ABA) levels during cold stress in Arabidopsis plants. It serves as an attractant for predators.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Identifying human diamine sensors for death related putrescine and cadaverine molecules
Izquierdo C, et al.
PLoS Computational Biology, 14(1), e1005945-e1005945 (2018)
Ornithine decarboxylase activity in tumor cell lines correlates with sensitivity to cell death induced by histone deacetylase inhibitors
Saunders LR and Verdin E
Molecular Cancer Therapeutics, 5(11), 2777-2785 (2006)
Polyamines and abiotic stress in plants: a complex relationship1
Minocha R, et al.
Frontiers in Plant Science, 5, 175-175 (2014)
The smell of death: evidence that putrescine elicits threat management mechanisms
Wisman A and Shrira I
Frontiers in Psychology, 6, 1274-1274 (2015)
A new assay for nerve fiber repulsion
Fassold A and Strau RH
Annals of the New York Academy of Sciences, 1193(1), 43-47 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service