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S3256

Spermine

≥97%

Synonym(s):

N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine

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About This Item

Linear Formula:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
CAS Number:
71-44-3
Molecular Weight:
202.34
UNSPSC Code:
12352116
NACRES:
NA.25
PubChem Substance ID:
24899550
EC Number:
200-754-2
Beilstein/REAXYS Number:
1750791
MDL number:
MFCD00008215
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Quality Level

200

biological source

microbial, synthetic

description

form: solid or semisolid

assay

≥97%

bp

150 °C/5 mmHg (lit.)

mp

28-30 (lit.)

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

[H]N(CCCN)CCCCN([H])CCCN

InChI

1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2

InChI key

PFNFFQXMRSDOHW-UHFFFAOYSA-N

Gene Information

human ... GRIN2B(2904)
rat ... Grin2a(24409)

General description

Spermine is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation.[1]

Application

Spermine has been used:
  • as an inositol 1,4,5-trisphosphate receptor (IP3R)/glucose-regulated protein 75 (Grp75)/voltage-dependent anion channel 1 (VDAC1)/mitochondrial calcium uniporter (MCU) agonist to activate MCU in mouse podocytes
  • in the biolistic transfection of filarial parasites
  • for the production of adeno-associated virus (AAV)

Biochem/physiol Actions

Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
Mixed NMDA glutamate receptor agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

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This Item
S42648559085558
Spermine ≥97%

Sigma-Aldrich

S3256

Spermine

Spermine suitable for cell culture, BioReagent

Sigma-Aldrich

S4264

Spermine

Spermine ≥99.0% (GC)

Sigma-Aldrich

85590

Spermine

Spermidine BioUltra, Molecular Biology, ≥99.5% (GC)

Sigma-Aldrich

85558

Spermidine

biological source

microbial, synthetic

biological source

microbial, synthetic

biological source

microbial, synthetic

biological source

-

assay

≥97%

assay

≥96%

assay

≥99.0% (GC)

assay

≥99.5% (GC)

Gene Information

human ... GRIN2B(2904)
rat ... Grin2a(24409)

Gene Information

human ... GRIN2B(2904)
rat ... Grin2a(24409)

Gene Information

-

Gene Information

rat ... Ppm1a(24666)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 50 mg/mL

solubility

water: 0.05 g/mL, clear, colorless

solubility

H2O: 1 M at 20 °C, clear, colorless

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pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP4672
BCCN4101
BCCN0639
BCCL3738
BCCM1182

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IP 3 R-Grp75-VDAC1-MCU calcium regulation axis antagonists protect podocytes from apoptosis and decrease proteinuria in an Adriamycin nephropathy rat model
Xu H, et al.
BMC Nephrology, 19(1), 140-140 (2018)
Brugia malayi: transient transfection by microinjection and particle bombardment
Higazi TB, et al.
Experimental Parasitology, 100(2), 95-102 (2002)
H C Ha et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(19), 11140-11145 (1998-09-16)
The polyamines are small organic cations that are absolutely required for eukaryotic cell growth. Although their growth requirements are well established, the molecular functions of the polyamines are ill-defined. Oxidative damage to DNA by reactive oxygen species is a continual
View All Related Papers

Global Trade Item Number

SKUGTIN
S3256-25G04061838258809
S3256-1G04061836922160
S3256-5G04061836922177

Questions

1–4 of 4 Questions  

  1. What is the molecular weight of this product?

    1 answer

    1. The molecular weight of this product is listed on the Product Detail Page under 'About This Item' as 202.34 g/mol.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. What is the storage temperature for the product?

    1 answer

    1. As mentioned in the PROPERTIES section of the product detail page, the storage temperature of the product is 2-8°C.

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