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L-Arginine-d7 (hydrochloride)

(Synonyms: L-精氨酸D7盐酸盐,(S)-(+)-Arginine-d7 hydrochloride) 目录号 : GC49374

An internal standard for the quantification of L-arginine

L-Arginine-d7 (hydrochloride) Chemical Structure

Cas No.:204244-77-9

规格 价格 库存 购买数量
1 mg
¥770.00
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5 mg
¥2,707.00
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10 mg
¥4,625.00
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25 mg
¥9,645.00
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产品描述

L-Arginine-d7 is intended for use as an internal standard for the quantification of L-arginine by GC- or LC-MS. L-Arginine is an amino acid and a precursor of nitric oxide (NO).1 L-Arginine is a substrate for NO synthase that is oxidized to form NO and L-citrulline. It enhances NO release induced by bradykinin or A23187 in porcine aortic endothelial cells.2 L-Arginine (30 and 300 mg/kg, i.v.) induces dilation of pial arterioles and increases cerebral blood flow in normotensive and spontaneously hypertensive rats.3 It also reduces infarct size by 35 and 28% in normotensive and spontaneously hypertensive rats, respectively, following middle cerebral artery occlusion.

1.Stuehr, D.J.Enzymes of the L-arginine to nitric oxide pathwayJ. Nutr.134(10 Suppl)2748S-2751S(2004) 2.Palmer, R.M.J., Ashton, D.S., and Moncada, S.Vascular endothelial cells synthesize nitric oxide from L-arginineNature333(6174)664-666(1988) 3.Morikawa, E., Moskowitz, M.A., Huang, Z., et al.L-arginine infusion promotes nitric oxide-dependent vasodilation, increases regional cerebral blood flow, and reduces infarction volume in the ratStroke25(2)429-435(1994)

Chemical Properties

Cas No. 204244-77-9 SDF
别名 L-精氨酸D7盐酸盐,(S)-(+)-Arginine-d7 hydrochloride
Canonical SMILES N=C(N)NC([2H])([2H])C([2H])([2H])C([2H])([2H])[C@@](N)([2H])C(O)=O.Cl
分子式 C6H7D7N4O2·HCl 分子量 217.7
溶解度 Water: soluble 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 4.5935 mL 22.9674 mL 45.9348 mL
5 mM 0.9187 mL 4.5935 mL 9.187 mL
10 mM 0.4593 mL 2.2967 mL 4.5935 mL
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Research Update

Novel skin permeation enhancers based on amino acid ester ionic liquid: Design and permeation mechanism

Int J Pharm 2020 Feb 25;576:119031.PMID:31953082DOI:10.1016/j.ijpharm.2020.119031.

This study developed novel ionic liquids (ILs) based on amino acids. We first screened 15 methyl amino acid ester hydrochlorides ([AAC1]Cl) for their skin permeation enhancements using 5-Fluorouracil (5-Fu) and Hydrocortisone (HC) as model drugs. Glycine methyl ester hydrochloride ([GlyC1]Cl), L-proline methyl ester hydrochloride ([L-ProC1]Cl), and L-leucine methyl ester hydrochloride ([L-LeuC1]Cl) were selected, and their ester sites were modified with different carbon chains (C8 and C12). The resulting ILs showed improved permeation to the two drugs. TEWL and CLSM assays revealed the moderation effects of the modified ILs on skin barrier function, whereas L-proline dodecyl ester hydrochloride ([ProC12]Cl) and L-leucine dodecyl ester hydrochloride ([L-LeuC12]Cl) exhibited the strongest activities. Permeation mechanisms were further investigated by ATR-FTIR, solid-NMR, SEM, and TEM analyses. The results suggested that [L-ProC12]Cl and [L-LeuC12]Cl combined the advantages of amino acid esters and IL solvent and could interact with the intercellular lipid domain by the multi-functions of lipid fluidization and lipid extraction, which were observed in a dosage- and time-dependent manner. Additionally, pathological examination suggested that the amino acid ester-based ILs (AAE-ILs) had good biocompatibility. In conclusion, this study has generated novel chemical penetration enhancers (CPEs) based on AAE-ILs and may be potentially utilized in drug transdermal delivery systems (TDDSs).

Antiparasitic activities of new lawsone Mannich bases

Arch Pharm (Weinheim) 2019 Nov;352(11):e1900128.PMID:31536649DOI:10.1002/ardp.201900128.

A series of new lawsone Mannich bases derived from salicylaldehydes or nitrofurfural were prepared and tested for their activities against Leishmania major, Toxoplasma gondii, and Trypanosoma brucei brucei parasites. The hydrochloride salts 5a and 6a of the Mannich bases 2a and 3a, derived from unsubstituted salicylaldehyde and long-chained alkyl amines, were selectively and strongly active against T. gondii cells and appear to be new promising drug candidates against this parasite. Compound 6a showed an even higher activity against T. gondii than the known lawsone Mannich base 1b. Compound 4a, derived from salicylaldehyde and 2-methylaminopyridine, was also distinctly active against T. gondii cells. The derivatives 3a (salicyl derivative), 3b (3,5-dichloro-2-hydroxyphenyl derivative), and 3d (5-nitrofuranyl derivative) as well as the hydrochlorides 6a and 6b were also efficacious against T. b. brucei cells with compounds 3a and 3b being more selective for T. b. brucei over Vero cells when compared with the known control compound 1b. The derivatives 5a, 5c, 6a, and 6c proved to be up to five times more active than 1b against L. major promastigotes and up to four times more efficacious against L. major amastigotes.

Determination of the orientations for the 17O NMR tensors in a polycrystalline l-alanine hydrochloride

Solid State Nucl Magn Reson 2008 May;33(4):88-94.PMID:18524548DOI:10.1016/j.ssnmr.2008.04.001.

We report a solid-state 17O NMR study of the 17O electric-field-gradient (EFG) and chemical shielding (CS) tensors for the carboxyl oxygen in an l-alanine hydrochloride. Using [17O]- and [13C,17O]-L-alanine hydrochlorides, both the magnitudes and the orientations in the molecular frame of the 17O EFG and CS tensors could be determined by the analysis of the 17O magic-angle spinning (MAS) and stationary NMR spectra. For the carbonyl oxygen, the smallest EFG tensor component, V(XX), and the largest EFG component, V(ZZ), roughly lies in the carboxyl molecular plane and the direction of V(XX) is parallel to the dipolar vector between 13C and 17O, that is, the direction of CO bond. The angles between the intermediate EFG component, VYY, and delta33 component, and between delta22 component and VZZ are found to be approximately 10 degrees and 35 degrees , respectively. We also present the results of the quantum chemical calculations for a theoretical hydrogen-bonding model, indicating that hydrogen-bonding strengths make it possible to vary both magnitudes and orientations of the carbonyl 17O EFG tensors in amino acid hydrochlorides.

Iodine-Catalyzed Diazenylation with Arylhydrazine Hydrochlorides in Air

J Org Chem 2018 Apr 6;83(7):3537-3546.PMID:29486127DOI:10.1021/acs.joc.7b03149.

A mild approach to diazenylation of active methylene compounds and N-heterocyclic compounds with arylhydrazine hydrochlorides in the presence of iodine under basic aerobic conditions was developed. The reaction could be executed either under heating or in the presence of blue LED light, though the latter condition was found to be relatively efficient. Presumably, the aryldiazene produced by oxidation of arylhydrazine hydrochloride acts as a nitrogen scavenger of the radical intermediate generated from the active methylene compound in the presence of iodine to produce the diazo compounds. The scope and limitations of the protocol are presented.

Green Formation of Novel Pyridinyltriazole-Salicylidene Schiff Bases

Curr Org Synth 2019;16(2):309-313.PMID:31975681DOI:10.2174/1570179416666181207145951.

Aim and objective: In this work, water was used as solvent for the eco-friendly synthesis of imines under microwave irradiation. In the first step of the study, 5-pyridinyl-3-amino-1,2,4-triazole hydrochlorides were synthesized in the reaction of amino guanidine hydrochloride with different pyridine carboxylic acids under acid catalysis. A green method for 5-pyridinyl-3-amino-1,2,4-triazoles was developed with the assistance of microwave synthesis. In the second step, the eco-friendly synthesis of imines was achieved by reacting 5- pyridinyl-2H-1,2,4-triazol-3-amine hydrochlorides with salicylic aldehyde derivatives to produce 2-(5- pyridinyl-2H-1,2,4-triazol-3-ylimino)methyl)phenol imines. Materials and methods: Microwave experiments were done using a monomode Anton Paar Monowave 300 microwave reactor (2.45 GHz). Reaction temperatures were monitored by an IR sensor. Microwave experiments were carried out in sealed microwave process vials G10 with maximum reaction volume of 10 mL. Results: When alternative methods were used, it was impossible to obtain good yields from ethanol. Nevertheless, the use of water was successful for this reaction. After 1-h microwave irritation, a yellow solid was obtained in 82% yield. Conclusion: In this work an eco-friendly protocol for the synthesis of Schiff bases from 5-(pyridin-2-, 3- or 4- yl)-3-amino-1,2,4-triazoles and substituted salicylic aldehydes in water under microwave irradiation was developed. Under the found conditions the high yields for the products were achieved at short reaction time and with an easy isolation procedure.