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Merck

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:
Molecular Weight:
238.37
UNSPSC Code:
12352200
NACRES:
ND.02
PubChem Substance ID:
EC Number:
200-754-2
Beilstein/REAXYS Number:
7526933
MDL number:
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product line

BioUltra

Quality Level

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

SMILES string

O.O.NCCCNCCCCNCCCN

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

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

signalword

Danger

hcodes

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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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
Ca++ uptake in muscle microsomes. Activation by polyamines.
L De Meis
The Journal of biological chemistry, 243(6), 1174-1179 (1968-03-25)
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)



Global Trade Item Number

SKUGTIN
85588-5G04061838055835
85588-25G04061832938714