334-50-9 Usage
Description
Spermidine trihydrochloride is a polyamine that inhibits neuronal nitric oxide synthase (nNOS) and binds and precipitates DNA. It may be used to purify DNA binding proteins. Additionally, spermidine stimulates T4 polynucleotide kinase activity. It is involved in growth, development, and the stress response in plants.
Chemical Properties
Spermidine trihydrochloride appears as white to off-white crystalline powder, which is soluble in water(100mg/ml-clear, colorless solution), very hygroscopic, and air-sensitive.
Uses
Spermidine Trihydrochloride is a NOS1 inhibitor and NMDA and T4 activator. Polyamine that plays an important role in the regulation of cellular proliferation and differentiation. It was in a structural and functional study of polyamines, where potassium and sodium ions were found to promote different effects when binding with polyamines. Spermidine trihydrochloride has been used in fourier transform infrared spectroscopy (FTIR)characterization and in zeta-potential measurements.
General Description
Spermidine trihydrochloride is the hydrochloric acid neutralized salt of spermidine. Spermidine is a polyamine and a trivalent organic cation. It is a natural polyamine that stimulates cytoprotective macroautophagy/autophagy. External supplementation of spermidine extends lifespan and health span across species, including in yeast, nematodes, flies and mice. Spermidine trihydrochloride is a more stable form because spermidine is very air sensitive.
Biological Activity
Binds to the polyamine modulatory site of the NMDA receptor and has been described as an agonist based on its ability to enhance the binding of [ 3 H]-MK801. Spermidine trihydrochloride is an aliphatic polyamine. Its crystalline structure has been studied. It has been reported to preserve the nuclei and prevent proteolytic degradation of histones during the macronuclei isolation from Tetrahymena pyriformis.
Purification Methods
Recrystallise the salt from dry 3% HCl in ethanol and adding dry Et2O if necessary. Filter it off rapidly and dry it in a vacuum desiccator. Alternatively centrifuge the crystals off, wash them with dry Et2O and dry them in a vacuum. [Beilstein 4 IV 1300.]
Check Digit Verification of cas no
The CAS Registry Mumber 334-50-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,3 and 4 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 334-50:
(5*3)+(4*3)+(3*4)+(2*5)+(1*0)=49
49 % 10 = 9
So 334-50-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H19N3.3ClH/c8-4-1-2-6-10-7-3-5-9;;;/h10H,1-9H2;3*1H
334-50-9Relevant articles and documents
Spermidinium closo-dodecaborate-encapsulating liposomes as efficient boron delivery vehicles for neutron capture therapy
Tachikawa, Shoji,Miyoshi, Tatsuro,Koganei, Hayato,El-Zaria, Mohamed E.,Vias, Clara,Suzuki, Minoru,Ono, Koji,Nakamura, Hiroyuki
, p. 12325 - 12328 (2014)
closo-Dodecaborate-encapsulating liposomes were developed as boron delivery vehicles for neutron capture therapy. The use of spermidinium as a counter cation of closo-dodecaborates was essential not only for the preparation of high boron content liposome solutions but also for efficient boron delivery to tumors. This journal is
Method for synthesizing spermidine hydrochloride
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Paragraph 0024-0025; 0034; 0036; 0037; 0039, (2020/07/13)
The invention relates to a method for synthesizing spermidine hydrochloride. The reaction formula is shown as the following formula (I) which is described in the specification. In the formula (I), theprotective group R1 of amino in 4-amino-1-butanol of a compound 2 is one of tert-butyloxycarboryl Boc-, triphenylmethyl Trt- and p-methoxytriphenylmethyl Mmt-, and a protective group R2 of propane diamine of the compound is one of tert-butyloxycarbonyl Boc-, triphenylmethyl Trt- and p-methoxytriphenylmethyl (Mmt-). A reagent used in the Mitsunobo reaction condition is one of triphenylphosphine, di-tert-butyl azodicarboxylate, diethyl azodicarboxylate and diisopropyl azodicarboxylate. The preparation method disclosed by the invention is simple in required process condition, mild in reaction condition, capable of effectively obtaining spermidine hydrochloride, relatively short in synthesis step and relatively high in synthesis yield.
Aliphatic Amino Azides as Key Building Blocks for Efficient Polyamine Syntheses
Carboni, Bertrand,Benalil, Aziza,Vaultier, Michel
, p. 3736 - 3741 (2007/10/02)
New routes to open-chain polyamines have been developed using aliphatic amino azides as common precursors for the construction of the carbon-nitrogen framework.These α,ω-diaminoalkane synthetic equivalents were combined with (ω-halogenalkyl)dichloroboranes to extend the polyamine chain from the azido moiety.An extension from the free amino group can also be achieved via a Michael type addition with acrylonitrile or a reductive amination with a γ-azido ketone.Further transformations led to a large variety of regioselectively C- or (and) N-substituted polyamines.
