N2-Methyl-L-arginine

Lysosomal system c L-arginine uptake inhibitor CAS# 2480-28-6

N2-Methyl-L-arginine

Catalog No. BCC6032----Order now to get a substantial discount!

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Chemical structure

N2-Methyl-L-arginine

3D structure

Chemical Properties of N2-Methyl-L-arginine

Cas No. 2480-28-6 SDF Download SDF
PubChem ID 73046 Appearance Powder
Formula C7H16N4O2 M.Wt 188.23
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 100 mM in water
Chemical Name (2S)-5-(diaminomethylideneamino)-2-(methylamino)pentanoic acid
SMILES CNC(CCCN=C(N)N)C(=O)O
Standard InChIKey NTWVQPHTOUKMDI-YFKPBYRVSA-N
Standard InChI InChI=1S/C7H16N4O2/c1-10-5(6(12)13)3-2-4-11-7(8)9/h5,10H,2-4H2,1H3,(H,12,13)(H4,8,9,11)/t5-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of N2-Methyl-L-arginine

DescriptionSelective L-arginine uptake inhibitor (Ki = 500 μM). Inhibits uptake of arginine by the lysosomal system c in human fibroblast in vitro.

N2-Methyl-L-arginine Dilution Calculator

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Preparing Stock Solutions of N2-Methyl-L-arginine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.3126 mL 26.5632 mL 53.1265 mL 106.253 mL 132.8162 mL
5 mM 1.0625 mL 5.3126 mL 10.6253 mL 21.2506 mL 26.5632 mL
10 mM 0.5313 mL 2.6563 mL 5.3126 mL 10.6253 mL 13.2816 mL
50 mM 0.1063 mL 0.5313 mL 1.0625 mL 2.1251 mL 2.6563 mL
100 mM 0.0531 mL 0.2656 mL 0.5313 mL 1.0625 mL 1.3282 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on N2-Methyl-L-arginine

Important differences in cationic amino acid transport by lysosomal system c and system y+ of the human fibroblast.[Pubmed:3499437]

J Biol Chem. 1987 Nov 5;262(31):15011-8.

Superficial similarities led us to extend our designation for the transport of the plasma membrane for cationic amino acids, y+, to the lysosomal system also serving for such amino acids. Further study on the purified lysosomes of human skin fibroblasts leads us now to redesignate the lysosomal system as c (for cationic), rather than y+, to emphasize important contrasts. Lysosomal uptake of arginine at pH 7.0 was linear during the first 2 min, but attained a steady state in 6 min. This arginine uptake was Na+-independent and was tripled in rate when the lysosomes had first been loaded with the cationic amino acid analog, S-2-aminoethyl-L-cysteine. Uptake was slowed to one-third when 2 mM MgATP was added to the incubation mixture. The following differences in cationic amino acid influx between lysosomal System c and the plasma membrane System y+ became apparent: 1) arginine influx is increased 10-fold by raising the external pH from 5.0 to 7.0. This effect favors net entry of cationic amino acids under the H+ gradient prevailing in vivo. In contrast, arginine uptake across the plasma membrane is insensitive to pH changes in this range. 2) The Km of arginine uptake by lysosomal System c, 0.32 mM, is eight times that for System y+ arginine uptake by the fibroblast. 3) Certain neutral amino acids in the presence of Na+ are accepted as surrogate substrates by System y+, but not by lysosomal system c. 4) Cationic amino acids in which the alpha-amino group is monomethylated or the distal amino group is quaternary, also D-arginine, are recognized by lysosomal System c, whereas System y+ has little affinity for these analogs. This broader substrate specificity of lysosomal system c led us to discover that thiocholine serves to deplete accumulated cystine from cystinotic fibroblasts as effectively as does the therapeutic agent, cysteamine. The quaternary nitrogen of thiocholine renders the mixed disulfide formed when it reacts with cystine unsatisfactory as a substrate for System y+.

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