L-NMMA Acetate

Supplier Creative Peptides
Product # 10-101-117
CAS # 53308-83-1
Pricing Inquire
LabelingTarget Tilarginine
Synonyms Tilarginine Acetate; Targinine Acetate
MolecularFormula C9H20N4O4
MolecularWeight 248.28
Source Synthetic
Sequence H-Arg(Me)-OH acetate salt
Explanation L-NMMA acetate is a nitric oxide synthase inhibitor of all NOS isoforms, like NOS1, NOS2, and NOS3.
Application L-NMMA is a useful clinical tool as NO synthase inhibitor to study the role and the effects of NO in cardiovascular and gastrointestinal disorders, hypertension, septic shock, inflammation, infection, stroke and neurodegenerative disorders.
Activity Inhibitor
InChI InChI=1S/C7H16N4O2.C2H4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13;1-2(3)4/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11);1H3,(H,3,4)/t5-;/m0./s1
InChIKey IKPNWIGTWUZCKM-JEDNCBNOSA-N
IsomericSMILES CC(=O)O.CN=C(N)NCCC[C@@H](C(=O)O)N
Target NO Synthase
Reference
  • Cardiogenic shock complicating acute myocardial infarction (MI) remains a common and lethal disorder despite aggressive use of early revascularization. Systemic inflammation, including expression of inducible nitric oxide synthase (NOS) and generation of excess nitric oxide, is believed to contribute to the pathogenesis and inappropriate vasodilatation of persistent cardiogenic shock. Preliminary, single-center studies suggested a beneficial effect of NOS inhibition on hemodynamics, renal function, and survival in patients with cardiogenic shock.
  • Alexander, J. H., Reynolds, H. R., Stebbins, A. L., Dzavik, V., Harrington, R. A., Van de Werf, F., & Hochman, J. S. (2007). Effect of tilarginine acetate in patients with acute myocardial infarction and cardiogenic shock: the TRIUMPH randomized controlled trial. Jama, 297(15), 1657-1666.
  • Syncope is sudden transient loss of consciousness and postural tone with spontaneous recovery; the most common form is vasovagal syncope(VVS). We previously demonstrated impaired post-synaptic adrenergic responsiveness in young VVS patientswas reversed by blocking nitric oxide synthase(NOS). We hypothesised that nitric oxide may account for reduced orthostatic tolerance in young recurrent VVS patients.
  • Stewart, J. M., Sutton, R., Kothari, M. L., Goetz, A. M., Visintainer, P., & Medow, M. S. (2017). Nitric oxide synthase inhibition restores orthostatic tolerance in young vasovagal syncope patients. Heart, heartjnl-2017.
  • Guidelines recommend β-blockers and renin-angiotensin-aldosterone system blockers to improve long-term survival in hemodynamically stable myocardial infarction patients with a reduced left ventricular ejection fraction. The prevalence and outcomes associated with β and renin-angiotensin-aldosterone system blocker therapy in patients with ongoing cardiogenic shock is unknown.
  • van Diepen, S., Reynolds, H. R., Stebbins, A., Lopes, R. D., Džavík, V., Ruzyllo, W., ... & Dauerman, H. L. (2014). Incidence and outcomes associated with early heart failure pharmacotherapy in patients with ongoing cardiogenic shock. Critical care medicine, 42(2), 281-288.
AreasOfInterest Cardiovascular Disease
LongTermStorageConditions −20°C
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