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Merck
CN

85588

Spermine dihydrate

BioUltra, ≥99.5% (GC)

Synonym(s):

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

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About This Item

Linear Formula:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2 · 2H2O
CAS Number:
403982-64-9
Molecular Weight:
238.37
UNSPSC Code:
12352200
NACRES:
ND.02
PubChem Substance ID:
329769391
EC Number:
200-754-2
Beilstein/REAXYS Number:
7526933
MDL number:
MFCD01459904

Key Documents

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Product Name

Spermine dihydrate, BioUltra, ≥99.5% (GC)

InChI

1S/C10H26N4.2H2O/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;/h13-14H,1-12H2;2*1H2

InChI key

MTNRSMVAYLLBAV-UHFFFAOYSA-N

SMILES string

O.O.NCCCNCCCCNCCCN

product line

BioUltra

assay

≥99.5% (GC)

form

powder

impurities

insoluble matter, passes filter test

pH

12.0-13.5 (25 °C, 1 M in H2O)

mp

63-64 °C

solubility

H2O: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: 0.20
λ: 280 nm Amax: 0.20

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Mixed NMDA 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).
Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Other Notes

Polyamines: Review; Inhibitor of ATPase; DNA polymerase; ribonuclease

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

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
BCCG7438
BCBR2118V

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Y Tashima et al.
Biochimica et biophysica acta, 482(1), 1-10 (1977-05-12)
Specific inhibition of ouabain-sensitive and K+-dependent p-nitrophenyl-phosphatase activity of rabbit kidney plasma membranes by spermine (N,N'-bis(3-aminopropyl)-1,4-butanediamine) was characterized kinetically. 1. Inhibition by spermine was competitive with K+. The Ki for spermine was 31 micronM in the presence of 1 mM
Effect of polyamines on a ribonuclease which hydrolyzes ribonucleic acid at uridylic acid residues.
C C Levy et al.
The Journal of biological chemistry, 248(16), 5712-5719 (1973-08-25)
Ca++ uptake in muscle microsomes. Activation by polyamines.
L De Meis
The Journal of biological chemistry, 243(6), 1174-1179 (1968-03-25)
Dean Frawley et al.
Fungal genetics and biology : FG & B, 140, 103396-103396 (2020-04-24)
The ubiquitin proteasome system is critical for the regulation of protein turnover, which is implicated in the modulation of a wide array of biological processes in eukaryotes, ranging from cell senescence to virulence in plant and human hosts. Proteins to
J D Karkas et al.
The Journal of biological chemistry, 250(22), 8657-8663 (1975-11-25)
The more than 2,300-fold purification of a DNA polymerase from the embryos of Drosophila melanogaster is described. The enzyme, which forms a single band on gel electrophoresis, has a molecular weight of about 87,000 and a pH optimum of 8.5.
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