S4139

Sigma-Aldrich

Spermidine

BioReagent, suitable for cell culture

Synonym(s):
N-(3-Aminopropyl)-1,4-diaminobutane, 1,8-Diamino-4-azaoctane
Linear Formula:
NH2(CH2)3NH(CH2)4NH2
CAS Number:
Molecular Weight:
145.25
Beilstein/REAXYS Number:
1698591
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

product line

BioReagent

assay

≥98% (GC)

form

liquid (clear, colorless to light yellow or white)
solid (white)

application(s)

cell culture | mammalian: suitable

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

rat ... Ppm1a(24666)

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Biochem/physiol Actions

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

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

C

Risk Statement

34

Safety Statement

26-36/37/39-45

RIDADR

UN 3259PSN2 8 / PGII

WGK Germany

3

Flash Point(F)

233.6 °F

Flash Point(C)

112 °C

Marco Prunotto et al.
Laboratory investigation; a journal of technical methods and pathology, 90(6), 929-939 (2010-03-10)
Epithelial-to-mesenchymal transition (EMT) is involved in embryonic development as well as in several pathological conditions. Literature indicates that polyamine availability may affect transcription of c-myc, matrix metalloproteinase (MMP)1, MMP2, TGFbeta(1), and collagen type I mRNA. The aim of this study...
Varun K Gupta et al.
Nature neuroscience, 16(10), 1453-1460 (2013-09-03)
Age-dependent memory impairment is known to occur in several organisms, including Drosophila, mouse and human. However, the fundamental cellular mechanisms that underlie these impairments are still poorly understood, effectively hampering the development of pharmacological strategies to treat the condition. Polyamines...
Anita Nielsen et al.
Marine drugs, 10(11), 2584-2595 (2012-12-04)
Staphylococcus aureus is a serious human pathogen that employs a number of virulence factors as part of its pathogenesis. The purpose of the present study was to explore marine bacteria as a source of compounds that modulate virulence gene expression...
A Raina et al.
Medical biology, 53(3), 121-147 (1975-06-01)
The biochemistry and biological function of the naturally occurring polyamines, putrescine, spermidine, and spermine, have been reviewed with special reference to animal organisms. These compounds are universally distributed in all living material. Their biosynthesis from ornithine and methionine is accurately...
Maria Kostakioti et al.
Cold Spring Harbor perspectives in medicine, 3(4), a010306-a010306 (2013-04-03)
Biofilm formation constitutes an alternative lifestyle in which microorganisms adopt a multicellular behavior that facilitates and/or prolongs survival in diverse environmental niches. Biofilms form on biotic and abiotic surfaces both in the environment and in the healthcare setting. In hospital...

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