L-NMMA citrate (Synonyms: Methylarginine citrate; Tilarginine citrate)

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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

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Other In-stock Forms of L-NMMA citrate:

L-NMMA L-NMMA acetate

Other Forms of L-NMMA citrate:

L-NMMA In-stock
L-NMMA acetate In-stock
L-NMMA hydrochloride Get quote

11 Publications Citing Use of MCE L-NMMA citrate

Bio/Physico-chemical Assay

Cell Proliferation/Viability Assay

: 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⁺ T_M 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⁺ T_M 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⁺ T_M cells.

: L-NMMA citrate purchased from MedChemExpress. Usage Cited in: Nat Immunol. 2023 Jan;24(1):162-173. [Abstract]; CD8⁺ T_M 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⁺ T_M 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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Biological Activity
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
RAW264.7	IC₅₀	22.7 μM Compound: L-NMMA	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	[PMID: 36746775]
RAW264.7	IC₅₀	25.1 μM Compound: L-NMMA	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	[PMID: 22850207]
RAW264.7	IC₅₀	25.1 μM Compound: L-NMMA	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	[PMID: 23316950]
RAW264.7	IC₅₀	25.1 μM Compound: L-NMMA	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	[PMID: 23316950]
RAW264.7	IC₅₀	25.1 μM Compound: N-monomethyl-L-arginine citrate	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	[PMID: 31411887]
RAW264.7	IC₅₀	25.49 μM Compound: R9C1Table 2	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	[PMID: 20685125]
RAW264.7	IC₅₀	32 μM Compound: L-NMMA	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	[PMID: 23994869]

In Vivo

L-NMMA (50 µg; i.t.; single administration) citrate significantly alleviates bone cancer-induced mechanical allodynia and thermal hyperalgesia in mice at 2 and 12 h post-treatment^[1].
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.

Animal Model:	C3H/HeJ (male, 4-6 weeks old, 20-22 g, intramedullary inoculation of NCTC 2472 osteosarcoma cells)^[1]
Dosage:	50 µg
Administration:	i.t.; single administration
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.

Animal Model:	British short-haired tricolor guinea pigs (2-week-old, 110-130 g, lens-induced myopia model)^[2]
Dosage:	20 nmol
Administration:	intravitreal injection; once every other day; 2 and 4 weeks
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.

Molecular Weight

380.35

Formula

C₁₃H₂₄N₄O₉

CAS No.

209913-88-2

SMILES

N[C@H](C(O)=O)CCCNC(NC)=N.O=C(O)CC(O)(CC(O)=O)C(O)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Frey C, et al., L-thiocitrulline. A stereospecific, heme-binding inhibitor of nitric-oxide synthases. J Biol Chem. 1994 Oct 21;269(42):26083-91. [Content Brief]

L-NMMA citrate Related Classifications

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

L-NMMA209913-88-2MethylarginineTilarginineNO SynthaseEndogenous MetaboliteNitric oxide synthasesNOSCompetitiveNONO synthaseInhibitorinhibitorinhibit

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