Spermidine trihydrochloride
Synonym(s):N-(3-Aminopropyl)-1,4-butanediamine trihydrochloride;Spermidine, Trihydrochloride - CAS 334-50-9 - Calbiochem
- CAS NO.:334-50-9
- Empirical Formula: C7H22Cl3N3
- Molecular Weight: 254.63
- MDL number: MFCD00012918
- EINECS: 206-379-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 19:05:58
What is Spermidine trihydrochloride?
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.
Chemical Reactivity
Spermidine 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.
The Uses of Spermidine trihydrochloride
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.
What are the applications of Application
Spermidine trihydrochloride is a NOS1 inhibitor and NMDA and T4 activator
Definition
Spermidine trihydrochloride powder is the trihydrochloride form of spermidine. Spermidine base is in liquid form, while Spermidine trihydrochloride is in powder form. Spermidine trihydrochloride is a more stable form because spermidine is very air-sensitive. Spermidine trihydrochloride powder benefits are the same as Spermidine benefits.
Benefits
Spermidine trihydrochloride has been extensively studied for its potential health benefits, including its ability to modulate autophagy, enhance cardiovascular health, protect against neurodegenerative diseases, and exhibit antioxidant activity. Studies have shown that it can enhance cardiovascular health by promoting blood vessel relaxation, reducing oxidative stress, and improving mitochondrial function. It has also been suggested to have neuroprotective effects and may contribute to cognitive health and brain function. It has shown promising results in preclinical studies, demonstrating its ability to protect neurons, reduce inflammation, and enhance cellular resilience.
Biological Functions
Spermidine 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 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.
storage
+4°C (desiccate)
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.]
Properties of Spermidine trihydrochloride
Melting point: | 257-259 °C(lit.) |
storage temp. | room temp |
solubility | H2O: 1 M at 20 °C, clear, colorless |
form | Crystalline Powder |
color | White |
PH | 3.0-6.0 (25℃, 1M in H2O) |
Water Solubility | Soluble in water (100 mg/ml), and ethanol. |
λmax | λ: 260 nm Amax: 0.2 λ: 280 nm Amax: 0.1 |
BRN | 3552356 |
InChI | InChI=1S/C7H19N3.3ClH/c8-4-1-2-6-10-7-3-5-9;;;/h10H,1-9H2;3*1H |
CAS DataBase Reference | 334-50-9(CAS DataBase Reference) |
EPA Substance Registry System | 1,4-Butanediamine, N-(3-aminopropyl)-, trihydrochloride (334-50-9) |
Safety information for Spermidine trihydrochloride
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for Spermidine trihydrochloride
InChIKey | LCNBIHVSOPXFMR-UHFFFAOYSA-N |
SMILES | C(CCCN)NCCCN.Cl.Cl.Cl |
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