N-Benzyl-L-glutamine methyl ester hydrochloride
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N-Benzyl-L-glutamine methyl ester hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-004062
CAS number
402929-52-6
Molecular Formula
C13H18N2O3·HCl
Molecular Weight
286.79
N-Benzyl-L-glutamine methyl ester hydrochloride
IUPAC Name
methyl (2S)-5-amino-2-(benzylamino)-5-oxopentanoate;hydrochloride
Synonyms
Bzl-L-Gln-OMe HCl; BENZYL-L-GLUTAMINE METHYL ESTER HYDROCHLORIDE; BZL-D-GIN-OME HCl; BZL-L-GLN-OME HCl; (S)-methyl 5-amino-2-(benzylamino)-5-oxopentanoate hydrochloride; BENZYL-D-GLUTAMINE METHYL ESTER HYDROCHLORIDE
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Melting Point
125-132 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H18N2O3.ClH/c1-18-13(17)11(7-8-12(14)16)15-9-10-5-3-2-4-6-10;/h2-6,11,15H,7-9H2,1H3,(H2,14,16);1H/t11-;/m0./s1
InChI Key
YGJASGUIWUFZEF-MERQFXBCSA-N
Canonical SMILES
COC(=O)C(CCC(=O)N)NCC1=CC=CC=C1.Cl
1. The Effects of Irisin on Nω-Nitro-L-arginine Methyl Ester Hydrochloride-Induced Hypertension in Rats
Nurettin Aydoğdu, Özlem Yalçınkaya Yavuz, Ebru Taştekin, Pınar Tayfur, Oktay Kaya, Nihayet Kandemir Balkan Med J. 2019 Oct 28;36(6):337-346. doi: 10.4274/balkanmedj.galenos.2019.2019.5.113. Epub 2019 Sep 5.
Background: The cause of about 95% of hypertension, an important public health problem, is unknown. Intensive studies are underway to understand the physiopathology of hypertension. Irisin, a newly discovered hormone, has been reported to dilate vascular smooth muscle and lower blood pressure acutely. Aims: To investigate the effects of chronic irisin treatment on blood pressure and renal functions in a hypertension model established by nitric oxide synthase inhibition by treatment with Nω-nitro-L-arginine methyl ester hydrochloride. Study design: Animal experimentation. Methods: Male Sprague-Dawley rats were divided into four groups (n=8). Control and irisin groups received an intravenous saline injection, hypertension and hypertension + irisin (hypertension + irisin) groups received 1.5 mg/100 g Nω-nitro-L-arginine methyl ester hydrochloride. Nω-nitro-L-arginine methyl ester hydrochloride (150 mg/L) was added to the drinking water of rats in groups hypertension and hypertension + irisin for three weeks. In the second week of the experiment, irisin (50 nmol/day) was given to rats in groups irisin and hypertension + irisin, and saline was administered to rats in groups control and hypertension for two weeks through subcutaneously placed osmotic minipumps. Blood pressure was measured by the tail-cuff plethysmography method. On the twenty-first day of the experiment, 24-hour urine, blood, and both kidneys of the rats were collected. Results: The hypertension group had elevated systolic, diastolic, and mean arterial blood pressure values compared with the control group, with decreased glutathione levels in tissue and serum, but an increase in serum oxidized glutathione level (p<0.05). Histopathologically, increased tubular injury, cast formation, glomerular sclerosis, and peritubular fibrosis levels were observed (p<0.05). Irisin treatment did not cause any significant change in blood pressure, renal functions, and injury scores. However, renal nitric oxide levels significantly increased, and endothelial nitric oxide synthase immunoreactivity was determined to be reduced (p<0.05). Conclusion: Treatment with chronic irisin at a physiological dose does not reduce blood pressure in an experimental model of hypertension. In different models of experimental hypertension, the effects of irisin administration at different doses and at different periods should be thoroughly investigated.
2. Methyl N-(3-cyano-picolino-yl)-l-tryptophanate
Olga Ovdiichuk, Olga Hordiyenko, Zoia Voitenko, Axelle Arrault, Volodymyr Medviediev Acta Crystallogr Sect E Struct Rep Online. 2013 Nov 23;69(Pt 12):o1810. doi: 10.1107/S160053681303153X.
In the title compound, C19H16N4O3, the stereocenter has an l configuration; l-tryptophan methyl ester hydro-chloride being used as a starting material. The indole ring system and the pyridine ring are inclined to one another by 13.55 (14)°. In the crystal, adjacent mol-ecules are linked via N-H⋯O hydrogen bonds, forming chains propagating along the c-axis direction.
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