N-w-Hydroxy-L-norarginine diacetate salt
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N-w-Hydroxy-L-norarginine diacetate salt

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Category
L-Amino Acids
Catalog number
BAT-005636
CAS number
189302-40-7
Molecular Formula
C5H12N4O3·2C2H4O2
Molecular Weight
296.278
N-w-Hydroxy-L-norarginine diacetate salt
IUPAC Name
(2S)-2-amino-4-[[amino-(hydroxyamino)methylidene]amino]butanoic acid
Synonyms
nor-NOHA diacetate; L-2-Amino-{4-(2'-hydroxyguanidino)butyric acid diacetate
Appearance
Off-white powder
Purity
≥ 97% (TLC)
Storage
Store at-20°C
InChI
InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-8-5(7)9-12/h3,12H,1-2,6H2,(H,10,11)(H3,7,8,9)/t3-/m0/s1
InChI Key
KOBHCUDVWOTEKO-VKHMYHEASA-N
Canonical SMILES
C(CN=C(N)NO)C(C(=O)O)N

N-w-Hydroxy-L-norarginine diacetate salt is a chemical compound with significant applications in various scientific and medical fields. Here are some key applications:

Biomedical Research: N-w-Hydroxy-L-norarginine diacetate salt is commonly used in biomedical research to study the role of nitric oxide synthase (NOS) enzymes. By inhibiting these enzymes, researchers can investigate how the modulation of nitric oxide production affects cellular processes and disease mechanisms. This is crucial for understanding conditions such as cardiovascular diseases and inflammatory disorders.

Pharmacological Studies: This compound is utilized in pharmacological studies to develop and test new drugs targeting the nitric oxide pathway. By exploring its effects on nitric oxide production, scientists can identify potential therapeutic agents for diseases associated with nitric oxide dysregulation. Such studies are essential for drug discovery and development.

Enzyme Inhibition Assays: N-w-Hydroxy-L-norarginine diacetate salt is employed in enzyme inhibition assays to evaluate its effectiveness in blocking specific enzyme activities. This provides valuable data on its inhibitory potency and mechanism of action. These assays are critical in characterizing the compound’s biochemical properties and potential therapeutic applications.

Neuroscience Research: In neuroscience, N-w-Hydroxy-L-norarginine diacetate salt is used to investigate the role of nitric oxide in neuronal signaling and brain function. By modulating nitric oxide synthesis, researchers can study its impact on neuroplasticity, neurotransmission, and neurovascular coupling. This research is important for understanding the molecular basis of neurological diseases and developing novel therapeutic approaches.

1. HIF1A and NFAT5 coordinate Na+-boosted antibacterial defense via enhanced autophagy and autolysosomal targeting
Patrick Neubert, et al. Autophagy. 2019 Nov;15(11):1899-1916. doi: 10.1080/15548627.2019.1596483. Epub 2019 Apr 14.
Infection and inflammation are able to induce diet-independent Na+-accumulation without commensurate water retention in afflicted tissues, which favors the pro-inflammatory activation of mouse macrophages and augments their antibacterial and antiparasitic activity. While Na+-boosted host defense against the protozoan parasite Leishmania major is mediated by increased expression of the leishmanicidal NOS2 (nitric oxide synthase 2, inducible), the molecular mechanisms underpinning this enhanced antibacterial defense of mouse macrophages with high Na+ (HS) exposure are unknown. Here, we provide evidence that HS-increased antibacterial activity against E. coli was neither dependent on NOS2 nor on the phagocyte oxidase. In contrast, HS-augmented antibacterial defense hinged on HIF1A (hypoxia inducible factor 1, alpha subunit)-dependent increased autophagy, and NFAT5 (nuclear factor of activated T cells 5)-dependent targeting of intracellular E. coli to acidic autolysosomal compartments. Overall, these findings suggest that the autolysosomal compartment is a novel target of Na+-modulated cell autonomous innate immunity.
2. N,N'-Dicarb-oxy-N,N'-dicarboxyl-ato(m-phenyl-ene)dimethanaminium monohydrate
Yu-Xing Qiang, Shou-Rong Zhu, Min Shao Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1174. doi: 10.1107/S1600536811013675. Epub 2011 Apr 22.
In the title inner salt, C(16)H(20)N(2)O(8)·H(2)O, two of four carboxyl groups are deprotonated, while the two imine groups are protonated. The two imino-diacetate groups are located on the same side of the benzene ring plane. Extensive inter-molecular O-H⋯O and N-H⋯O hydrogen bonds occur in the crystal.
3. PI3KC3 complex subunit NRBF2 is required for apoptotic cell clearance to restrict intestinal inflammation
Ming-Yue Wu, et al. Autophagy. 2021 May;17(5):1096-1111. doi: 10.1080/15548627.2020.1741332. Epub 2020 Mar 19.
NRBF2, a regulatory subunit of the ATG14-BECN1/Beclin 1-PIK3C3/VPS34 complex, positively regulates macroautophagy/autophagy. In this study, we report that NRBF2 is required for the clearance of apoptotic cells and alleviation of inflammation during colitis in mice. NRBF2-deficient mice displayed much more severe colitis symptoms after the administration of ulcerative colitis inducer, dextran sulfate sodium salt (DSS), accompanied by prominent intestinal inflammation and apoptotic cell accumulation. Interestingly, we found that nrbf2-/- mice and macrophages displayed impaired apoptotic cell clearance capability, while adoptive transfer of nrbf2+/+ macrophages to nrbf2-/- mice alleviated DSS-induced colitis lesions. Mechanistically, NRBF2 is required for the generation of the active form of RAB7 to promote the fusion between phagosomes containing engulfed apoptotic cells and lysosomes via interacting with the MON1-CCZ1 complex and regulating the guanine nucleotide exchange factor (GEF) activity of the complex.
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