L-NMMA citrate
Based on 11 publication(s) in Google Scholar
L-NMMA (Tilarginine) citrate is a non-selective and competitive inhibitor of nitric oxide synthase. L-NMMA citrate inhibits three subtypes, namely nNOS, eNOS, and iNOS, and reduces NO production. L-NMMA citrate alleviates mechanical allodynia, thermal hyperalgesia, and choroidal fibrosis. L-NMMA citrate is applicable to research related to nociception, bone cancer pain, and myopia.
For research use only. We do not sell to patients.
- CAS No.: 209913-88-2
- Formula: C13H24N4O9
- Molecular Weight:380.35
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Publications Citing Use of MedChemExpress (MCE) L-NMMA citrate
More- Cell Metab. 2025 Jan 7;37(1):291-304.e9. [Abstract]
- Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
- Nat Commun. 2021 May 10;12(1):2587. [Abstract]
- Cell Mol Gastroenterol Hepatol. 2025;19(6):101474. [Abstract]
- Cell Mol Gastroenterol Hepatol. 2021;11(3):683-696. [Abstract]
- Life Sci. 2025 Feb 15:363:123415. [Abstract]
- EMBO Rep. 2025 Oct 20. [Abstract]
- Front Cell Dev Biol. 2021 Dec 23;9:741911. [Abstract]
- FASEB J. 2025 Sep 30;39(18):e71057. [Abstract]
- Eur J Immunol. 2020 Jun;50(6):795-808. [Abstract]
- Theriogenology. 2025 Oct 1:245:117517. [Abstract]
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Cell Proliferation/Viability Assay
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Bio/Physico-chemical Assay
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Cell Proliferation/Viability Assay
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Bio/Physico-chemical Assay
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Bio/Physico-chemical Assay
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Biological Activity
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
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| RAW264.7 | IC50 |
22.7 μM
Compound: L-NMMA
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Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells preincubated for 15 mins followed by LPS stimulation and measured after 20 hrs by Griess reagent based assay
Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells preincubated for 15 mins followed by LPS stimulation and measured after 20 hrs by Griess reagent based assay
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[PMID: 36746775] |
| RAW264.7 | IC50 |
25.1 μM
Compound: L-NMMA
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Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level preincubated for 15 mins prior to LPS treatment by Griess method
Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level preincubated for 15 mins prior to LPS treatment by Griess method
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[PMID: 22850207] |
| RAW264.7 | IC50 |
25.1 μM
Compound: L-NMMA
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Cancer chemopreventive activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production treated 30 mins before LPS challenge measured after 24 hrs by Griess reagent assay
Cancer chemopreventive activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production treated 30 mins before LPS challenge measured after 24 hrs by Griess reagent assay
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[PMID: 23316950] |
| RAW264.7 | IC50 |
25.1 μM
Compound: L-NMMA
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Cytotoxicity against mouse RAW264.7 cells assessed as cell survival by SRB assay
Cytotoxicity against mouse RAW264.7 cells assessed as cell survival by SRB assay
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[PMID: 23316950] |
| RAW264.7 | IC50 |
25.1 μM
Compound: N-monomethyl-L-arginine citrate
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Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide overproduction pretreated with LPS for 24 hrs followed by overnight incubation with compound by Griess assay
Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide overproduction pretreated with LPS for 24 hrs followed by overnight incubation with compound by Griess assay
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[PMID: 31411887] |
| RAW264.7 | IC50 |
25.49 μM
Compound: R9C1Table 2
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Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated 30 mins prior to LPS challenge
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated 30 mins prior to LPS challenge
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[PMID: 20685125] |
| RAW264.7 | IC50 |
32 μM
Compound: L-NMMA
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Inhibition of iNOS-mediated NO production in mouse RAW264.7 cells by Griess assay
Inhibition of iNOS-mediated NO production in mouse RAW264.7 cells by Griess assay
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[PMID: 23994869] |
In Vivo
L-NMMA (20 nmol; intravitreal injection; once every other day; 2 to 4 weeks) citrate alleviates choroidal fibrosis and delays myopia progression by inhibiting the NO signaling pathway in lens-induced myopic guinea pigs[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:C3H/HeJ (male, 4-6 weeks old, 20-22 g, intramedullary inoculation of NCTC 2472 osteosarcoma cells)[1]
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Dosage:50 µg
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Administration:i.t.; single administration
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Result:Increased paw withdrawal mechanical threshold to 0.90 g at 2 h and 0.63 g at 12 h compared to 0.40 g in vehicle-treated tumor mice.
Increased paw withdrawal thermal latency to 16.2 sec at 2 h and 12.7 sec at 12 h compared to 10.1 sec in vehicle-treated tumor mice.
Lost analgesic effect at 24 h post-administration.
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Animal Model:British short-haired tricolor guinea pigs (2-week-old, 110-130 g, lens-induced myopia model)[2]
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Dosage:20 nmol
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Administration:intravitreal injection; once every other day; 2 and 4 weeks
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Result:Increased refraction significantly after 2 and 4 weeks compared to the lens-induced myopia group.
Reduced the D-value of axial length between the myopic eye and control eye significantly after 2 and 4 weeks compared to the lens-induced myopia group.
Increased choroidal thickness to 80.62 μm at 4 weeks compared to 63.54 μm in the lens-induced myopia group.
Reduced degradation of choroidal pigment particles and narrowed particle gaps compared to the lens-induced myopia group.
Produced denser, more orderly choroidal tissue structure compared to the lens-induced myopia group.
Reduced choroidal fibrosis compared to the lens-induced myopia group.
Lowered gene expression levels of NOS1, NOS3, TGF-β1, COL I, and α-SMA significantly after 2 and 4 weeks compared to the lens-induced myopia group.
Lowered protein levels of NOS1, NOS3, TGF-β1, COL I, and α-SMA significantly after 2 and 4 weeks compared to the lens-induced myopia group.
Reduced expression of COL I, α-SMA, NOS1, NOS3, and TGF-β1 in choroidal tissues compared to the lens-induced myopia group.
Chemical Information
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CAS No. 209913-88-2
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Molecular Weight 380.35
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Formula C13H24N4O9
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SMILES
N[C@H](C(O)=O)CCCNC(NC)=N.O=C(O)CC(O)(CC(O)=O)C(O)=O
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Synonyms
Methylarginine citrate; Tilarginine citrate
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Publications (11)
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Journal Impact Factor
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Most Recent
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Cell Metab
Lighting up arginine metabolism reveals its functional diversity in physiology and pathology. [Abstract]2025 Jan 7;37(1):291-304.e9. PMID: 39413790 -
Nat Immunol
Ammonia detoxification promotes CD8+ T cell memory development by urea and citrulline cycles. [Abstract]2023 Jan;24(1):162-173. PMID: 36471170
L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
L-NMMA acetate (200 μM; 48 h) led to elevating ammonia and inhibiting CD8+ TM cell induction, in parallel with the inhibition of NO production.
L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
L-NMMA acetate (100 μM; 48 h) led to the accumulation of m + 1 arginine and a slowed nitrogen flow in CD8+ TM cells.
L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
L-NMMA acetate (100 μM; 48 h) blocked formation of CD8+ TM cells.
L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
CD8+ TM cells were treated with L-NMMA acetate (100 μM; 48 h) and the level of urea was analyzed.
L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]
IL-15-derived CD8+ TM cells were treated with L-NMMA acetate (100 μM; 48 h), then were cultured with [U4] 15N-arginine for 6 hours and LC-MS/MS analysis was performed for m + 2, m + 3 citrulline, m + 2 ornithine and m + 2 urea.
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Nat Commun
An infection-induced RhoB-Beclin 1-Hsp90 complex enhances clearance of uropathogenic Escherichia coli. [Abstract]2021 May 10;12(1):2587. PMID: 33972537 -
Cell Mol Gastroenterol Hepatol
2025;19(6):101474. PMID: 39923847 -
Cell Mol Gastroenterol Hepatol
2021;11(3):683-696. PMID: 33075564 -
Life Sci
Identification and regulation of a novel leptin receptor-linked enhancer during zebrafish ventricle regeneration. [Abstract]2025 Feb 15:363:123415. PMID: 39864617 -
EMBO Rep
Tudor-based proteomic strategy pan-specifically enriches and identifies protein arginine methylation. [Abstract]2025 Oct 20. PMID: 41116072 -
Front Cell Dev Biol
mTOR Signaling Regulates the Development and Therapeutic Efficacy of PMN-MDSCs in Acute GVHD. [Abstract]2021 Dec 23;9:741911. PMID: 35004668 -
FASEB J
Spatial Metabolism of Primary Limited Cutaneous Amyloidosis Based on Mass Spectrometry Imaging. [Abstract]2025 Sep 30;39(18):e71057. PMID: 40955599 -
Eur J Immunol
Fibroblast transdifferentiation promotes conversion of M1 macrophages and replenishment of cardiac resident macrophages following cardiac injury in mice. [Abstract]2020 Jun;50(6):795-808. PMID: 32068249 -
Theriogenology
2025 Oct 1:245:117517. PMID: 40460471
Protocols
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Fibrosis/Collagen Morphometry
Fibrosis and collagen morphometry is based on the quantitative visualization of fibrillar collagen deposition in tissue sections using histochemical stains such as Sirius Red (Picrosirius Red) or Masson's trichrome, followed by image-based or polarization-enhanced analysis to estimate collagen proportional area as a surrogate of extracellular matrix accumulation during fibrotic remodeling. Sirius Red combined with polarized light microscopy enhances detection of collagen fibers due to birefringence properties, enabling more specific visualization of collagen type I and III fibrils compared to conventional bright-field histology, while whole-section or region-restricted digital morphometry reduces field-selection bias in fibrosis assessment. Alternative quantitative approaches include second harmonic generation (SHG) and two-photon excited fluorescence microscopy, which enable label-free detection of fibrillar collagen and have been validated against histological staining and biochemica
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Collagen: Sirius Red Staining
Sirius Red or picrosirius red staining is a histochemical method for visualizing collagen-rich extracellular matrix in tissue sections, and collagen fibers are detected as red-stained structures under bright-field microscopy with enhanced birefringence under polarized light. Picrosirius red is useful for assessing total collagen organization, distribution, and fibrosis burden, but polarized color should not be interpreted as a definitive collagen type I versus type III readout because color is affected by fiber orientation, thickness, and packing.
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Connective Tissue: Masson's Trichrome/Collagen Trichrome Staining
Masson’s Trichrome (collagen/trichrome staining) is a histological technique that differentially stains tissue compartments using sequential acidic dyes to distinguish collagen from muscle and cytoplasmic components based on dye affinity and tissue permeability differences, enabling visualization of fibrosis and connective tissue architecture in histological sections. The classical formulation typically uses Weigert's iron hematoxylin for nuclear staining, Biebrich scarlet-acid fuchsin for cytoplasm and muscle, and aniline blue (or light green variants) for collagen, producing a characteristic blue/green collagen signal contrasted against red cytoplasm and dark nuclei. The staining principle relies on selective displacement of smaller dye molecules by larger anionic dyes in collagen-rich regions under controlled acidified conditions, which enhances collagen-specific dye retention. This property makes the method widely used for fibrosis assessment in organs such as heart, liver, lung, a
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
L-NMMA citrate Related Classifications
HY-18732B Related Classifications
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