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Merck
CN

S150

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
UNSPSC Code:
12352204
PubChem Substance ID:
329824479
MDL number:
MFCD00210215
Form:
powder

Key Documents

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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

SMILES string

NCCCN(N(N=O)O)CCCCNCCCN

InChI key

QPIOUFBAROSIAN-UHFFFAOYSA-N

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

Quality Level

100

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Application

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

Other Notes

air sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
095M4605V
074M4618V
100M4632V
088K4617
089H4608

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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
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
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
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
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
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