L-NMMA acetate is a nitric oxide synthase (nitric oxide synthase) inhibitor, inhibiting all subtypes of nitric oxide synthase NOS1, NOS2 and NOS3. The Kis for nNOS (rat), eNOS (human), and iNOS (mouse) are 0.18, 0.4, and 6 µM, respectively.

Physicochemical Properties

Molecular Formula	C9H20N4O4
Molecular Weight	248.28
Exact Mass	248.148
CAS #	53308-83-1
PubChem CID	135242
Appearance	White to off-white solid powder
Boiling Point	392.7ºC at 760 mmHg
Melting Point	180-190ºC
Flash Point	191.3ºC
LogP	0.595
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Heavy Atom Count	17
Complexity	224
Defined Atom Stereocenter Count	1
SMILES	CC(=O)O.CN=C(N)NCCC[C@@H](C(=O)O)N
InChi Key	IKPNWIGTWUZCKM-JEDNCBNOSA-N
InChi Code	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
Chemical Name	acetic acid;(2S)-2-amino-5-[(N'-methylcarbamimidoyl)amino]pentanoic acid
Synonyms	LNMMA acetate; L NMMA acetate; L-NMMA acetate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

From 100 μM onward, L-NMMA generated concentration-dependent suppression (2Hz) of induced relaxation; the average maximal inhibition at 1 mM was about 35%. When L-arginine (L-Arg) was previously incubated with D-arginine, the inhibitory action of L-NMMA remained unaltered. The relaxation brought on by isoproterenol is unaffected by L-NMMA [2]. L-NMMA infusion decreased arteriolar diameter and increased arteriolar tone in a dose-dependent manner. L-NMMA functions quite instantly. When it comes to the endothelium-dependent vasodilator ACh, but not the endothelium-independent NP, L-NMMA reduces the vasodilatory response. L-NMMA dramatically increases the dose-related vasoconstriction that NE produces [3].

References

[1]. L-thiocitrulline. A stereospecific, heme-binding inhibitor of nitric-oxide synthases. J Biol Chem. 1994 Oct 21;269(42):26083-91. [2]. Effect of NG-monomethyl L-arginine (L-NMMA) and NG-nitro L-arginine (L-NOARG) on non-adrenergic non-cholinergic relaxation in the circular muscle of the human ileum. Br J Pharmacol. 1991 Aug;103(4):1970-2. [3]. Effect of NG-monomethyl-L-arginine on arcade arterioles of rat spinotrapezius muscles. Am J Physiol. 1991 Jul;261(1 Pt 2):H46-52.

Solubility Data

Solubility (In Vitro)	H2O : ≥ 50 mg/mL (~201.39 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 100 mg/mL (402.77 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	4.0277 mL	20.1386 mL	40.2771 mL
	5 mM	0.8055 mL	4.0277 mL	8.0554 mL
	10 mM	0.4028 mL	2.0139 mL	4.0277 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.