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CAS 2149-70-4

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Nω-Nitro-L-arginine

Description:
Nω-Nitro-L-arginine, commonly referred to as L-NNA, is a synthetic amino acid derivative that serves as a potent inhibitor of nitric oxide synthase (NOS). It is characterized by the presence of a nitro group attached to the nitrogen atom of the guanidine group in the arginine structure, which is crucial for its biological activity. L-NNA is often used in research to study the role of nitric oxide in various physiological and pathological processes, particularly in cardiovascular and neurobiological contexts. The compound is typically a white to off-white crystalline solid and is soluble in water and organic solvents, making it suitable for various experimental applications. Its inhibition of NOS leads to decreased production of nitric oxide, a critical signaling molecule involved in vasodilation and neurotransmission. Due to its specific action, L-NNA is valuable in pharmacological studies, particularly in understanding the implications of nitric oxide in diseases such as hypertension and neurodegenerative disorders. However, its use requires careful consideration of dosage and potential side effects.
Formula:C6H13N5O4
InChI:InChI=1/C6H13N5O4/c7-6(8)9-3-1-2-4(5(12)13)10-11(14)15/h4,10H,1-3H2,(H,12,13)(H4,7,8,9)
InChI key:InChIKey=MRAUNPAHJZDYCK-BYPYZUCNSA-N
SMILES:N(CCC[C@@H](C(O)=O)N)C(NN(=O)=O)=N
Synonyms:
  • (+)-N<sup>G</sup>-Nitroarginine
  • (+)-NG-Nitroarginine
  • (2S)-2-Amino-5-(N′-nitrocarbamimidamido)pentanoic acid
  • (2S)-5-[[Amino(nitramido)methylidene]amino]-2-azaniumylpentanoate
  • <span class="text-smallcaps">L</span>-Arginine, N<sup>G</sup>-nitro-
  • <span class="text-smallcaps">L</span>-Arginine, ω-nitro-
  • <span class="text-smallcaps">L</span>-N<sup>G</sup>-Nitroarginine
  • <span class="text-smallcaps">L</span>-NNA
  • <span class="text-smallcaps">L</span>-NOARG
  • <span class="text-smallcaps">L</span>-Ornithine, N<sup>5</sup>-[imino(nitroamino)methyl]-
  • See more synonyms
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