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MilliporeSigma

P5780

Putrescine dihydrochloride

powder, BioReagent, suitable for cell culture

Synonym(s):

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

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$40.00

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$145.00

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About This Item

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

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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

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This Item
P7505P602451799
assay

≥97% (TLC)

assay

≥98% (TLC)

assay

≥97% (HPLC)

assay

≥98.5% (GC)

form

powder

form

powder

form

lyophilized powder

form

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Quality Level

200

Quality Level

400

Quality Level

200

Quality Level

100

solubility

H2O: 100 mg/mL

solubility

H2O: soluble 100 mg/mL, clear, colorless

solubility

cell culture medium: 0.16 mg/mL

solubility

-

biological source

microbial

biological source

-

biological source

synthetic (organic)

biological source

-

General description

Putrescine is an end product of fatty acid metabolism in dead tissues. It is a volatile diamine with pungent odour.[1] It is synthesized by the decarboxylation of ornithine in the presence of enzyme, ornithine decarboxylase.[2] Molecular docking studies reveal the binding of putrescine to human receptors called the trace amine-associated receptors (TAAR6 and TAAR8), present in olfactory epithelium.[3]

Application

Putrescine dihydrochloride has been used as medium component in F-12 + GlutaMax medium for mice ganglia culture,[4] retinal ganglion cell culture[5] and in HCT116 colon carcinoma cells for ornithine decarboxylase (ODC) assay.[2]

Biochem/physiol Actions

Binds to the polyamine modulatory site of the NMDA receptor and potentiates NMDA-induced currents; precursor of spermidine.
Binds to the polyamine modulatory site of the NMDA receptor; potentiates NMDA-induced currents.
Putrescine is regarded as a marker of stress in plants. External supplementation of putrescine helps wheat plants to overcome drought stress.[6] It is crucial for cell proliferation in animals and modulates abscisic acid (ABA) levels during cold stress in Arabidopsis plants.[7] It serves as an attractant for predators.[4]

pictograms

Skull and crossbonesCorrosion

signalword

Danger

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


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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)
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)
The smell of death: evidence that putrescine elicits threat management mechanisms
Wisman A and Shrira I
Frontiers in Psychology, 6, 1274-1274 (2015)
Identifying human diamine sensors for death related putrescine and cadaverine molecules
Izquierdo C, et al.
PLoS Computational Biology, 14(1), e1005945-e1005945 (2018)

Questions

  1. how long is putrescine dissolves in water good at -20C?

    1 answer
    1. The long-term stability of a stock solution stored at -20ºC has not been evaluated. It is recommended to prepare stock solutions in degassed water and store them in working aliquots in order to extend the stability. Solutions stored refrigerated are stable for 30 days. Frozen aliquots would be expected to be stable for at least as long as the refrigerated solution.

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