Nitroarginine

Nω-Nitro-L-arginine

Names
IUPAC name (2S)-2-Amino-5-[[amino(nitramido)methylidene]amino]pentanoic acid
Other names N5-(nitroamidino)-L-Ornithine; (+)-NG-Nitroarginine; NG-nitro-L-Arginine, L-NG-Nitroarginine; L-NNA; L-NOARG; NG-Nitro-L-arginine; NG-Nitroarginine; NOLA; NSC 53662; Nitro-L-arginine; Nω-Nitro-L-arginine; Nω-Nitro-L-arginine; ω-Nitro-L-arginine; ω-Nitroarginine
Identifiers
CAS Number	2149-70-4
ChEMBL	ChEMBL227744
Jmol interactive 3D	Image
PubChem	440005
SMILES OC([C@@H](N)CCCNC(N[N+]([O-])=O)=N)=O
Properties
Chemical formula	C6H13N5O4
Molar mass	219.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Nitroarginine, or Nω-nitro-L-arginine, is a nitro derivative of the amino acid arginine. It is an inhibitor of nitric oxide synthase and hence a vasoconstrictor. As such, it finds widespread use as a biochemical tool in the study of nitric oxide and its biological effects.^[1]

Nitroarginine has been used in research studying coronary constriction, in the presence of midazolam vasodilatation was unaffected by nitroarginine.^[2]

References

1. Bansinath M; Arbabha B; Turndorf H; Garg U C (1993). "Chronic administration of a nitric oxide synthase inhibitor, N omega-nitro-L-arginine, and drug-induced increase in cerebellar cyclic GMP in vivo". Neurochemical research 18 (10): 1063–6. doi:10.1007/BF00966685. PMID 7504789.
2. O.L. Woodman; G.J. Dusting (1991). "N-nitro L-arginine causes coronary vasoconstriction and inhibits endothelium-dependent vasodilatation in anaesthetized greyhounds". Br. J. Pharmacol. 103 (2): 1407–1410. doi:10.1111/j.1476-5381.1991.tb09802.x. PMC 1908370. PMID 1909199.