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S4139

Sigma-Aldrich

Spermidine

suitable for cell culture, BioReagent

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Synonym(s):
1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane
Linear Formula:
NH2(CH2)3NH(CH2)4NH2
CAS Number:
Molecular Weight:
145.25
Beilstein:
1698591
EC Number:
MDL number:
PubChem Substance ID:

product line

BioReagent

Assay

≥98% (GC)

form

solid

technique(s)

cell culture | mammalian: suitable

color

clear colorless to light yellow-white

refractive index

n20/D 1.479 (lit.)

density

0.925 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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

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Biochem/physiol Actions

Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.
Spermidine together with putrescine and spermine compose a family of biogenic polyamines (polycations) that are required for the survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycan, glycated proteins and nucleic acids (DNA and RNA). Biogenic polyamines are found to modulate protein synthesis at different levels. This effect may be explained by the ability of polyamines to bind and influence the secondary structure of tRNA, mRNA, and rRNA. Spermine also helps stabilize nucleic acid helical structure and the conformation of glycated proteins such as the histones. Spermine and spermidine are components of various nucleic acid transfection protocols. Spermidine Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Spermidine is biogenic polyamine formed from putrescine, a precursor of spermine. 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.

Caution

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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