Spermidine trihydrochloride

Spermidine trihydrochloride Basic information
Product Name:Spermidine trihydrochloride
Synonyms:N-[3-AMINOPROPYL]-1,4-BUTANEDIAMINE 3 H CL;N-(3-AMINOPROPYL)-1 4-BUTANEDIAMINE HYDROCHLORIDE;N-(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TRIHYDROCHLORIDE;N-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE 3HCL;N-(3-AMINOPROPYL)-1,4-DIAMINO-BUTANE TRIHYDROCHLORIDE;SPERMIDINE 3HCL;SPERMIDINE HYDROCHLORIDE;SPERMIDINE TRIHYDROCHLORIDE
CAS:334-50-9
MF:C7H22Cl3N3
MW:254.63
EINECS:206-379-0
Product Categories:Glutamate receptor;Glutamate;334-50-9;1
Mol File:334-50-9.mol
Spermidine trihydrochloride Structure
Spermidine trihydrochloride Chemical Properties
Melting point 257-259 °C(lit.)
storage temp. room temp
solubility H2O: 1 M at 20 °C, clear, colorless
form Crystalline Powder
color White
PH3.0-6.0 (25℃, 1M in H2O)
Water Solubility Soluble in water (100 mg/ml), and ethanol.
λmaxλ: 260 nm Amax: 0.2
λ: 280 nm Amax: 0.1
BRN 3552356
InChIInChI=1S/C7H19N3.3ClH/c8-4-1-2-6-10-7-3-5-9;;;/h10H,1-9H2;3*1H
InChIKeyLCNBIHVSOPXFMR-UHFFFAOYSA-N
SMILESC(CCCN)NCCCN.Cl.Cl.Cl
CAS DataBase Reference334-50-9(CAS DataBase Reference)
EPA Substance Registry System1,4-Butanediamine, N-(3-aminopropyl)-, trihydrochloride (334-50-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS EJ7023000
3-10
TSCA Yes
HS Code 29212900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
Spermidine trihydrochloride Usage And Synthesis
DescriptionSpermidine 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 PropertiesSpermidine trihydrochloride appears as white to off-white crystalline powder, which is soluble in water(100mg/ml-clear, colorless solution), very hygroscopic, and air-sensitive.
Chemical ReactivitySpermidine hydrochloride is a white crystal at normal temperature and pressure. It is the hydrochloride form of spermidine.When it is used, it is often reacted with alkali to release a triamine structure.
UsesSpermidine 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.
Biological FunctionsSpermidine inhibits NOS1 (nNOS). Spermidine binds and precipitates DNA and may be used for purification of DNA binding proteins. Spermidine activates PNK (polynucleotide kinase T4). Spermidine binds to and activates NMDA and has been shown to potentiate NMDA-induced currents in a concentration-dependent manner.
General DescriptionSpermidine 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 ActivityBinds 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.
storage+4°C (desiccate)
Purification MethodsRecrystallise 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.]
Spermidine trihydrochloride Preparation Products And Raw materials
L-701,252 Spermidine N1,N12-DIETHYLSPERMINE TETRAHYDROCHLORIDE [14C]SPERMIDINE TRIHYDROCHLORIDE SPERMINE TETRAHYDROCHLORIDE, [TERMINAL METHYLENE-3H] SPERMIDINE-8-14C TRIHYDROCHLORIDE N-(4-HYDROXYPHENYLPROPANOYL) SPERMINE TRIHYDROCHLORIDE SPERMINE TETRAHYDROCHLORIDE N1-ACETYLSPERMINE TRIHYDROCHLORIDE [(1'-BENZYL-1,4'-BIPIPERIDIN-4-YL)METHYL]AMINETRIHYDROCHLORIDE [14C]SPERMINE TETRAHYDROCHLORIDE Spermidine trihydrochloride 1-NAPHTHYLACETYL SPERMINE TRIHYDROCHLORIDE 1'-[3-(3-chloro-10,11-dihydro-5H-dibenz(b,f)azepin-5-yl)propyl][1,4'-bipiperidine]-4'-carboxamide dihydrochloride SPERMIDINE TRIHYDROCHLORIDE, TERMINAL METHYLENES-3H(N)]- O,O-Dimethyl phosphoramidothioate GUSPERIMUS 3HCL [(1'-METHYL-1,4'-BIPIPERIDIN-4-YL)METHYL]-(PYRIDIN-4-YLMETHYL)AMINE TETRAHYDROCHLORIDE

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