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4-Azaoctamethylendiamin

Spermidine Struktur
124-20-9
CAS-Nr.
124-20-9
Bezeichnung:
4-Azaoctamethylendiamin
Englisch Name:
Spermidine
Synonyma:
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
Summenformel:
C7H19N3
Molgewicht:
145.25
MOL-Datei:
124-20-9.mol

4-Azaoctamethylendiamin Eigenschaften

Schmelzpunkt:
23-25 °C
Siedepunkt:
128-130 °C (14 mmHg)
Dichte
1.00 g/mL at 20 °C
Brechungsindex
n20/D 1.479(lit.)
Flammpunkt:
>230 °F
storage temp. 
room temp
L?slichkeit
H2O: 1 M at 20 °C, clear, colorless
Aggregatzustand
Liquid After Melting
pka
10.53±0.19(Predicted)
Wichte
0.925
Farbe
Clear colorless
PH
12.0-13.5 (25℃, 1M in H2O)
Geruch (Odor)
Ichtyal, ammoniacal
Wasserl?slichkeit
Miscible with water, ethanol and ether.
Sensitive 
Air Sensitive
maximale Wellenl?nge (λmax)
λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.05
Merck 
14,8742
BRN 
1698591
Stabilit?t:
Stable, but air-sensitive and very hygroscopic - store under argon. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.
InChIKey
ATHGHQPFGPMSJY-UHFFFAOYSA-N
CAS Datenbank
124-20-9(CAS DataBase Reference)
EPA chemische Informationen
1,4-Butanediamine, N-(3-aminopropyl)- (124-20-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher C
R-S?tze: 34
S-S?tze: 26-36/37/39-45-27
RIDADR  UN 2735 8/PG 2
WGK Germany  3
RTECS-Nr. EJ7000000
3-10-34
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29212900
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H314 Verursacht schwere Ver?tzungen der Haut und schwere Augensch?den. ?tzwirkung auf die Haut Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P303+P361+P353 BEI BERüHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P363 Kontaminierte Kleidung vor erneutem Tragen waschen.
P405 Unter Verschluss aufbewahren.

4-Azaoctamethylendiamin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R34:Verursacht Ver?tzungen.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).
S27:Beschmutzte, getr?nkte Kleidung sofort ausziehen.

Beschreibung

Spermidine is an endogenous polyamine. It is formed from putrescine by spermidine synthase.

Chemische Eigenschaften

Spermidine solution is a colorless clear liquid with very hygroscopic and oxidizable. It is soluble in water (50 mg/ml), ethanol, and ether.

Source

Spermidine is found in fresh green pepper, wheat germ, cauliflower, broccoli, mushrooms, and a variety of cheeses. Even higher amounts are found in soybean products such as natto, shitake mushrooms, amaranth grain and durian. Some of these ingredients are particularly common in a Mediterranean diet, which may explain why some believe eating like the Spanish can prolong your life.

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.

synthetische

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 of spermidine
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.

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.

Einzelnachweise

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).

4-Azaoctamethylendiamin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


4-Azaoctamethylendiamin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 450)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118
xie@china-sinoway.com China 988 58
SyncoZymes (Shanghai) Co., Ltd.,
+86-021-68187180-811 +86-13681683526
lchen@syncozymes.com China 188 58
Maintain Biotech Co., Ltd.
+86-75589664337 +86-15112661142
cami@maintain-bio.com China 58 58
Hebei Kingfiner Technology Development Co.Ltd
+86-15532196582 +86-15373005021
lisa@kingfinertech.com China 3010 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490
info@gihichemicals.com China 49978 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126
info@binbobiological.com China 423 58
HangZhou RunYan Pharma Technology Co.,LTD.
+8618882027439
sales2@runyanpharma.com China 302 58
SUZHOU NMT BIOTECH CO.,LTD
+8618012730781
sales2@nmtbiotech.com China 41 58
Hubei Chuyunshun Biotechnology Co., Ltd.
+86-15926415536 +86-15926415536
hbcyssw@163.com China 160 58
Jinan Jianfeng Chemical Co., Ltd
0531-88110457; +8615562555968
info@pharmachemm.com China 251 58

124-20-9(4-Azaoctamethylendiamin)Verwandte Suche:


  • 4-azaoctamethylenediamine
  • N-(3-Aminopropyl)-1,4-diaminobutane~1,8-Diamino-4-azaoctane
  • Spermidine N-(3-Aminopropyl)-1,4-butanediamine
  • SPERMIDINE FREE BASE CELL CULTURE*TESTED
  • SPERMIDINE, FOR MOLECULAR BIOLOGY
  • SPERMIDINE FREE BASE MOLECULAR BIOLOGY*R EAGENT
  • N-(3-aminopropyl)butane-1,4-diamine
  • Spermidie
  • SPERMIDINE(RG)
  • Spermidine 0.1 M Solution
  • 1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane, 99%
  • Additive Screening Solution 30/Fluka kit no 78374, Spermidine solution
  • (3-Aminopropyl)(4-aminobutyl)amine
  • 4-(3-Aminopropylamino)-1-butanamine
  • 4-Aza-1,8-octanediamine
  • 4-Azaoctane-1,8-diamine
  • Spermidine,99%
  • SPERMIDINE extrapure
  • 1,8-DIAMINO-4-AZAOCTANE
  • SPERMIDINE FREE BASE
  • SPERMIDINE
  • OMEGA-AMINOBUTYL-OMEGA-AMINOPROPYLAMINE
  • N-(3-AMINOPROPYL)-1,4-BUTANDIAMINE
  • N-[3-AMINOPROPYL]-1,4-BUTANEDIAMINE
  • N-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE
  • 1,5,10-triazadecane
  • Spermidine(-(3-Aminopropyl)-1,4-butanediamine)
  • Spermidine ,98%
  • Spermidine,1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane
  • N-(γ-AMinopropyl)tetra-MethylenediaMine
  • α-(γ-AMinopropylaMino)-δ-aMinobutane
  • ω-AMinobutyl-ω-aMinopropylaMine
  • SperMidine, 99% 1GR
  • SperMidine, 99% 5GR
  • N-(3-AMinopropyl)-4-aMinobutylaMine
  • N-(4-AMinobutyl)-1,3-diaMinopropane
  • N1-(3-AMinopropyl)-1,4-butanediaMine
  • 3.2 Kg
  • Additive Screening Solution 30/Fluka kit no 78374
  • n-(3-aminopropyl)-4-butanediamine
  • n-(3-aminopropyl)-4-diaminobutane
  • Spermidine Standard
  • 1,4-Butanediamine, N1-(3-aminopropyl)-
  • Spermidine-Rich Wheat Germ Extract / Spermidine
  • Top Quality Spermidine CAS?124-20-9?Pure Healthcare Supplements 99% Spermidine
  • Spermidine mixture 5%
  • Spermidine mixture 1%
  • (4-aminobutyl)(3-aminopropyl)amine
  • Spermidine 0.1 M
  • 1,4-Butanediamine, N-(3-aminopropyl)-
  • N1-(3-AMINOPROPYL)BUTANE-1,4-DIAMINE
  • SperMidin
  • Spermidine-Rich Wheat Germ Extract
  • N1-(3-AMINOPROPYL)BUTANEChemicalbook-1,4-DIAMINE
  • Spermidine (6CI)
  • Spemidine
  • CHLAMYDOMONASREINHARDTI
  • 124-20-9
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