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P7505

Sigma-Aldrich

Putrescine dihydrochloride

≥98% (TLC), powder

Synonym(s):

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

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About This Item

Linear Formula:
NH2(CH2)4NH2 · 2HCl
CAS Number:
333-93-7
Molecular Weight:
161.07
Beilstein:
3906680
EC Number:
206-375-9
MDL number:
MFCD00012526
UNSPSC Code:
12352200
PubChem Substance ID:
24278650
NACRES:
NA.77

product name

Putrescine dihydrochloride, ≥98% (TLC)

Assay

≥98% (TLC)

form

powder

mp

280 °C (dec.) (lit.)

solubility

H2O: soluble 100 mg/mL, clear, colorless

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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Application

Putrescine dihydrochloride has been used:
  • as a bioactive amine standard in high-performance liquid chromatography (HPLC)
  • as a component of hormone mix supplemented to Dulbecco′s modified eagle medium (DMEM) to study its effects on neural stem cells
  • as a supplement in DMEM for culturing of endometrial cancer cells

Biochem/physiol Actions

Binds to the polyamine modulatory site of the NMDA receptor and potentiates NMDA-induced currents; precursor of spermidine.
Putrescine is an aliphatic amine and is positively charged. It acts as a precursor of spermine and plays a role in polyamine biosynthesis. Putrescine is found in several plants, animals, and bacteria. It plays a role in cell proliferation and cell growth in Escherichia coli. Putrescine is a component of agrochemicals, surfactants, pharmaceuticals, polymers, and additives.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H302,H311,H314,H330

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

Flash Point(F)

113.0 °F - closed cup

Flash Point(C)

45 °C - closed cup

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’.

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Mito Kanatsu-Shinohara et al.
Methods in enzymology, 477, 17-36 (2010-08-12)
Spermatogonial stem cells (SSCs) in the testes are a new target for germline modification. With the development of an in vitro culture system and spermatogonial transplantation technique, SSCs can now be manipulated and used as an alternative to embryonic stem
Ulises Gómez-Pinedo et al.
Frontiers in neurology, 8, 255-255 (2017-06-22)
Alexander disease (AxD) is a rare disease caused by mutations in the gene encoding glial fibrillary acidic protein (GFAP). The disease is characterized by presence of GFAP aggregates in the cytoplasm of astrocytes and loss of myelin. Determine the effect
Jian Liu et al.
Journal of neuroscience research, 98(7), 1498-1513 (2020-03-14)
The neuroretina is protected by its own defense system, that is microglia and the complement system. Under normal physiological conditions, microglial activation is tightly regulated by the neurons although the underlying mechanism remains elusive. Using published single-cell RNA sequencing data
Yong Tao et al.
Human reproduction (Oxford, England), 30(8), 1867-1875 (2015-06-18)
Does peri-ovulatory putrescine supplementation of older mice improve oocyte quality and reduce the incidence of embryo resorption? Peri-ovulatory putrescine supplementation in older mice improved oocyte quality, as indicated by increased blastocyst cell numbers and reduced the incidence of embryo resorption.
Caterina Prelli Bozzo et al.
Nature communications, 12(1), 4584-4584 (2021-07-30)
Interferon-induced transmembrane proteins (IFITMs 1, 2 and 3) can restrict viral pathogens, but pro- and anti-viral activities have been reported for coronaviruses. Here, we show that artificial overexpression of IFITMs blocks SARS-CoV-2 infection. However, endogenous IFITM expression supports efficient infection
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