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Merck
CN

S2626

Spermidine

synthetic, ≥99% (GC), neuronal nitric oxide synthase (nNOS) inhibitor, solid or liquid (clear)

Synonym(s):

1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane

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About This Item

Linear Formula:
NH2(CH2)3NH(CH2)4NH2
CAS Number:
Molecular Weight:
145.25
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
204-689-0
MDL number:
Beilstein/REAXYS Number:
1698591
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Product Name

Spermidine, ≥99% (GC)

biological source

synthetic

Quality Level

assay

≥99% (GC)

form

solid or liquid (clear)

impurities

DNase, none detected, RNase, none detected, protease, none detected

refractive index

n20/D 1.479 (lit.)

mp

22-25 °C

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

density

0.925 g/mL at 25 °C (lit.)

storage temp.

room temp

SMILES string

NCCCCNCCCN

InChI

1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2

InChI key

ATHGHQPFGPMSJY-UHFFFAOYSA-N

Gene Information

rat ... Ppm1a(24666)

General description

Spermidine, a natural biomolecule, is known for its wide-ranging health benefits, including anti-inflammatory effects, antioxidant properties, and improvements in respiratory function. It carries a positive charge at physiological pH, allowing it to interact with oppositely charged DNA and RNA. Dietary intake of spermidine is associated with a reduced risk of neurodegeneration, metabolic diseases, heart ailments, and cancer. Spermidine-induced autophagy has been shown to slow the rate of cognitive decline by clearing amyloid-beta plaques in the brain. Spermidine supplementation improves mitochondrial metabolism and translational activity. Moreover, spermidine exhibits cell-autonomous effects on cancer cells and influences their communication with immune effectors, leading to the acceleration of tumor-associated antigen identification and cancer cell death. Spermidine-mediated autophagy inhibits the activation of apoptosis in cancer cells and is linked to tissue development and cell differentiation. This natural compound is additionally recognized for its neuroprotective, and anti-aging properties and is naturally found in semen, as well as in various plant sources.
The enzyme nitric oxide synthase (nNOS) is involved in the production of nitric oxide.

Application

Spermidine has been used:
  • in the preparation of 5x transcription buffer
  • in the treatment of double-stranded RNA along with other reagents to increase the uptake of dsRNA by nematodes
  • as a standard in the analytical study of rat brain polyamines (185)

Biochem/physiol Actions

Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; Stimulates T4 polynucleotide kinase activity.
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Other Notes

Store under inert gas. Air sensitive; strongly hygroscopic.

Disclaimer

Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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Quantitative Detection of Double-Stranded RNA-Mediated Gene Silencing of Parasitism Genes in Heterodera glycines.
Sukno SA
Journal of Nematology, 39(2), 145-152 (2007)
In vitro Reconstitution Assay of miRNA Biogenesis by Arabidopsis DCL1.
Wang T
Bio-protocol, 5(8), e1454-e1454 (2015)
Evidence for the contribution of NOS1 gene polymorphism (rs3782206) to prefrontal function in schizophrenia patients and healthy controls.
Zhang Z
Neuropsychopharmacology, 40(6), 1383-1394 (2015)



Global Trade Item Number

SKUGTIN
S2626-1G04061836919801
S2626-25G04061836919894
S2626-5G04061838256331