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S150

Sigma-Aldrich

Spermine–Nitric oxide complex

source of nitric oxide

Synonym(s):

N-[4-[1-(3-Aminopropyl)-2-hydroxy-2-nitrosohydrazino]butyl]-1,3-propanediamine, SPER/NO, Spermine NONOate

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About This Item

Empirical Formula (Hill Notation):
C10H26N6O2
CAS Number:
136587-13-8
Molecular Weight:
262.35
MDL number:
MFCD00210215
UNSPSC Code:
12352204
PubChem Substance ID:
329824479

Quality Level

100

form

powder

storage condition

desiccated

color

white

solubility

methanol: ≥1 mg/mL
H2O: ≥2 mg/mL

εmax

8500 at 252 nm

shipped in

dry ice

storage temp.

−20°C

SMILES string

NCCCN(N(N=O)O)CCCCNCCCN

InChI

1S/C10H26N6O2/c11-5-3-8-13-7-1-2-9-15(10-4-6-12)16(18)14-17/h13,18H,1-12H2

InChI key

QPIOUFBAROSIAN-UHFFFAOYSA-N

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Application

Used to produce a controlled release of nitric oxide in solution.

Other Notes

air sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Thais de Castro Barbosa et al.
Metabolism: clinical and experimental, 62(1), 79-89 (2012-08-15)
The amino acid Arginine (Arg) is the main biological precursor of nitric oxide (NO) and has been described to improve insulin sensitivity in diabetes and obesity. We investigated the molecular mechanisms involved in the long-term effects of Arg on glucose
A S Deshmukh et al.
Diabetologia, 53(6), 1142-1150 (2010-03-30)
We investigated the direct effect of a nitric oxide donor (spermine NONOate) on glucose transport in isolated human skeletal muscle and L6 skeletal muscle cells. We hypothesised that pharmacological treatment of human skeletal muscle with N-(2-aminoethyl)-N-(2-hydroxy-2-nitrosohydrazino)-1,2-ethylenediamine (spermine NONOate) would increase
Payam Dibaj et al.
Glia, 58(9), 1133-1144 (2010-05-15)
To understand the pathomechanisms of spinal cord injuries will be a prerequisite to develop efficient therapies. By investigating acute lesions of spinal cord white matter in anesthetized mice with fluorescently labeled microglia and axons using in vivo two-photon laser-scanning microscopy
Fang Cheng et al.
Cancer letters, 273(1), 148-154 (2008-09-12)
Here we demonstrate a synergistic and tumor selective cytotoxic effect by combined treatment with naphthoxylosides, polyamine synthesis inhibitor, and polyamine based nitric oxide (NO) donor, using in vitro human tumor models. We have earlier reported that heparan sulfate priming naphthoxyloside
Travis J Bourret et al.
Scientific reports, 7(1), 15083-15083 (2017-11-10)
The PhoPQ two-component regulatory system coordinates the response of Salmonella enterica serovar Typhimurium to diverse environmental challenges encountered during infection of hosts, including changes in Mg
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