Spermidine
- CAS No.
- 124-20-9
- Chemical Name:
- Spermidine
- Synonyms
- SperMidin;N1-(3-AMINOPROPYL)BUTANE-1,4-DIAMINE;Spermidine-Rich Wheat Germ Extract;1,4-Butanediamine, N-(3-aminopropyl)-;3.2 Kg;Spermidie;Spemidine;SPERMIDINE;SPERMIDINE(RG);Spermidine,99%
- CBNumber:
- CB2165662
- Molecular Formula:
- C7H19N3
- Molecular Weight:
- 145.25
- MOL File:
- 124-20-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/28 16:27:48
| Melting point | 23-25 °C |
|---|---|
| Boiling point | 128-130 °C (14 mmHg) |
| Density | 1.00 g/mL at 20 °C |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | room temp |
| solubility | H2O: 1 M at 20 °C, clear, colorless |
| pka | 10.53±0.19(Predicted) |
| form | Liquid After Melting |
| color | Clear colorless |
| Specific Gravity | 0.925 |
| PH | 12.0-13.5 (25℃, 1M in H2O) |
| Odor | Ichtyal, ammoniacal |
| Water Solubility | Miscible with water, ethanol and ether. |
| Sensitive | Air Sensitive |
| λmax |
λ: 260 nm Amax: 0.1 λ: 280 nm Amax: 0.05 |
| Merck | 14,8742 |
| BRN | 1698591 |
| Stability | Stable, but air-sensitive and very hygroscopic - store under argon. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents. |
| InChIKey | ATHGHQPFGPMSJY-UHFFFAOYSA-N |
| CAS DataBase Reference | 124-20-9(CAS DataBase Reference) |
| EPA Substance Registry System | 1,4-Butanediamine, N-(3-aminopropyl)- (124-20-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314 | |||||||||
| Precautionary statements | P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405 | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 34 | |||||||||
| Safety Statements | 26-36/37/39-45-27 | |||||||||
| RIDADR | UN 2735 8/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | EJ7000000 | |||||||||
| F | 3-10-34 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29212900 | |||||||||
| NFPA 704 |
|
Spermidine price More Price(13)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | S2626 | Spermidine ≥99% (GC) | 124-20-9 | 1G | ₹3247.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S2626 | Spermidine ≥99% (GC) | 124-20-9 | 5G | ₹12881.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S2626 | Spermidine ≥99% (GC) | 124-20-9 | 25G | ₹68922.78 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S0266 | Spermidine BioReagent, for molecular biology, suitable for cell culture, ≥98% | 124-20-9 | 1G | ₹6451.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S0266 | Spermidine BioReagent, for molecular biology, suitable for cell culture, ≥98% | 124-20-9 | 5G | ₹18175.18 | 2022-06-14 | Buy |
Spermidine Chemical Properties,Uses,Production
Chemical Properties
Spermidine solution is a colorless clear liquid with very hygroscopic and oxidizable. It is soluble in water (50 mg/ml), ethanol, and ether.
Application
Spermidine serves as a precursor of spermine and essential for both normal and neoplastic tissue growth. It was first detected in human sperm, but occurs widely in nature. It is essential in both normal and neoplastic tissue growth. Spermidine has a role in cell growth processes and the formation and interconversion of spermidine in mammalian cells has been reported. It has been studied in the regulation of tRNA methyltransferase activity and stimulates T4 polynucleotide kinase activity.
Definition
ChEBI: Spermidine is a triamine that is the 1,5,10-triaza derivative of decane. It is a polyamine that is routinely included in restriction enzyme digestions to improve the cleavage efficacy of the DNA. Spermidine counteracts the inhibitory effects of contaminants coisolated with DNA and consequently permits complete digestion of the DNA at lower enzyme concentrations.
Preparation
The linker resin 2 was used in the synthesis of spermidine. In order to initiate the preparation the 2-nitrossulfonamide was anchored on the resin 2 by reaction in THF under reflux. The resulting resin 3 then reacted with 4-bromobutylphthalimide in acetonitrile in the presence of Cs2CO3 as base, generating the resin 4. Protected spermidine 5 was cleaved from resin 4 after treatment with hydrate hydrazine at room temperature. Spermidine 5 was previously prepared by our group in solution system utilizing Fukuyama's sulfonamide.
Synthesis and Characterization of a Linker for Primary Amines used in the Solid Phase Organic Synthesis of Spermidine
J. Braz. Chem. Soc., Vol. 22, No. 1, 86-91, 2011
DOI: 10.1590/S0103-50532011000100011
Origin
Spermidine was first discovered in 1678 by Dutch scientist Anton Van Leeuwenhoek in a sample of human semen. Shortly after, spermidine was discovered in human sperm. In the body, spermidine is created from its precursor putrescine.
benefits
The biggest benefit of spermidine is its ability to reduce age-related diseases. It benefits cardioactive, spermidine can reduce the development of atherosclerosis in mice by reducing inflammation and improving cellular (mitochondria) function. It can reduce the formation of blood clots (platelet aggregation) and improve the normal dilation of cells lining blood vessels. Spermidine lowers blood pressure, improves energy use, and reduces heart cell death. It prevents neurologic diseases, and spermidine helps reduce cognitive, memory, and functional impairment associated with aging. It can also Decrease blood sugar levels, Increase autophagy, Increase bone strength, and have Anti-inflammatory effects.
Side effects
The side effects of Spermidine included decreased levels of creatinine, calcium, and phosphate in the blood. These are markers of kidney function and electrolyte balance in the body, and if they are altered, it could signify a health problem. In particular, Spermidine supplements have not been tested in pregnant or nursing women. Another large observational study was done in humans that showed a link between higher blood levels of spermidine and an increased risk of stroke. Many supplemental forms of spermidine are derived from wheat germ. As a result, there may be trace levels of gluten in these supplements. For people with celiac disease, wheat allergy, or gluten sensitivity, it's important to check labels and choose a gluten-free supplement.
Mode of action
Spermidine's main mechanism of action is its ability to induce autophagy, a self-preservation process which clears out toxic, damaged and dysfunctional cells, resulting in lower levels of inflammation in the body. Autophagy is the main mechanism of spermidine in delaying aging and prolonging the lifespan. In addition, spermidine exerts its effects through other mechanisms, including anti-inflammation, histone acetylation reduction, lipid metabolism and regulation of cell growth and signaling pathways.
References
Madeo, F., Eisenberg, T., Pietrocola, F., et al. Spermidine in health and disease. Science 359(6374), eaan2788 (2018).
Lopatin, A.N., Makhina, E.N., and Nichols, C.G. Potassium channel block by cytoplasmic polyamines as the mechanism of intrinsic rectification. Nature 372(6504), 366-369 (1994).
Eisenberg, T., Knauer, H., Schauer, A., et al. Induction of autophagy by spermidine promotes longevity. Nat. Cell Biol. 11(11), 1305-1314 (2009).
Guo, X., Harada, C., Namekata, K., et al. Spermidine alleviates severity of murine experimental autoimmune encephalomyelitis. Invest. Ophthalmol. Vis. Sci. 52(5), 2696-2703 (2011).
Eisenberg, T., Abdellatif, M., Schroeder, S., et al. Cardioprotection and lifespan extension by the natural polyamine spermidine. Nat. Med. 22(12), 1428-1438 (2016).
Spermidine Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Sisco Research Laboratories Pvt. Ltd. | +91-22-4268 5800 | Mumbai, India | 4317 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6093 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Sinoway Industrial co., ltd. | 0592-5800732; +8613806035118 | China | 988 | 58 | Inquiry |
| SyncoZymes (Shanghai) Co., Ltd., | +86-021-68187180-811 +86-13681683526 | China | 188 | 58 | Inquiry |
| Maintain Biotech Co., Ltd. | +86-75589664337 +86-15112661142 | China | 58 | 58 | Inquiry |
| Hebei Kingfiner Technology Development Co.Ltd | +86-15532196582 +86-15373005021 | China | 2989 | 58 | Inquiry |
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