P5780

Putrescine dihydrochloride

powder, BioReagent, suitable for cell culture

• Synonym(s): 1,4-Butanediamine dihydrochloride, 1,4-Diaminobutane dihydrochloride, Tetramethylenediamine dihydrochloride
• Linear Formula: NH₂(CH₂)₄NH₂ · 2HCl
• CAS Number: 333-93-7
• Molecular Weight: 161.07
• Beilstein/REAXYS Number: 3906680
• EC Number: 206-375-9
• MDL number: MFCD00012526
• UNSPSC Code: 12352207
• PubChem Substance ID: 24898707
• NACRES: NA.75

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS06,GHS05
• signalword: Danger
• hcodes: H302,H311,H314,H330
• pcodes: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 1
• ppe: dust mask type N95 (US), Eyeshields, Gloves