H1007
L-Homoarginine hydrochloride
≥98% (TLC)
Sinonimo/i:
(S)-2-Amino-6-guanidinohexanoic acid hydrochloride
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About This Item
Formula condensata:
H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
Numero CAS:
Peso molecolare:
224.69
Beilstein:
4016621
Numero CE:
Numero MDL:
Codice UNSPSC:
12352209
ID PubChem:
NACRES:
NA.26
Prodotti consigliati
Nome del prodotto
L-Homoarginine hydrochloride, unnatural arginine analog
Livello qualitativo
Saggio
≥98% (TLC)
Stato
powder
Colore
white to off-white
Punto di fusione
213-215 °C (lit.)
Solubilità
H2O: soluble
applicazioni
peptide synthesis
Stringa SMILE
Cl[H].N[C@@H](CCCCNC(N)=N)C(O)=O
InChI
1S/C7H16N4O2.ClH/c8-5(6(12)13)3-1-2-4-11-7(9)10;/h5H,1-4,8H2,(H,12,13)(H4,9,10,11);1H/t5-;/m0./s1
YMKBVNVCKUYUDM-JEDNCBNOSA-N
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Applicazioni
L-Homoarginine may be used to create non-natural proteins for studies of post-translational protein modifications. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements. L-Homoarginine is used to study the mechanisms of nitric oxide production by cells via nitric oxide synthase(s). L-Homoarginine is used as a selective mammalian alkaline phosphatase isoenzyme inhibitor. The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin.
The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements.
Azioni biochim/fisiol
Homoarginine is an inhibitor of tissue nonspecific alkaline phosphatase (TNALP). It is also an inhibitor of cellular transport of arginine by a sodium-independent high affinity y+ transporter.
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
Eyeshields, Gloves, type N95 (US)
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I clienti hanno visto anche
Roman N Rodionov et al.
Journal of the American Heart Association, 8(14), e012486-e012486 (2019-07-16)
Background Homoarginine ( hA rg) has been shown to be cardioprotective in a model of ischemic heart failure; however, the mechanism remains unknown. hA rg can inhibit tissue-nonspecific alkaline phosphatase ( TNAP ), an enzyme that promotes vascular calcification. We
J Fernandes et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 41(1), 41-46 (2007-12-22)
Our objective was to characterize the modulation of the activity of Saccharomyces cerevisiae alkaline phosphatases (ALPs) by classic inhibitors of ALP activity, cholesterol and steroid hormones, in order to identify catalytic similarities between yeast and mammalian ALPs. S. cerevisiae expresses
Gabor Tajti et al.
Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology, 14, 2-2 (2018-01-09)
Contribution of nitric-oxide (NO) pathway to the pathogenesis of bronchial asthma (asthma) is ambiguous as NO may confer both protective and detrimental effects depending on the NO synthase (NOS) isoforms, tissue compartments and underlying pathological conditions (e.g. systemic inflammation). Asymmetric
Robert N. Atkinson et al.
The Journal of organic chemistry, 64(10), 3467-3475 (2001-10-25)
Using the catalytic asymmetric Sharpless carbamate aminohydroxylation, conformationally restricted L-arginine and L-homoarginine derivatives (5-8) were prepared in good enantiomeric excess to investigate the binding requirements of L-arginine-based compounds with nitric oxide synthase. The L-arginine derivatives (5 and 6) inhibited both
Akiya Akahoshi et al.
Biochemical and biophysical research communications, 414(3), 625-630 (2011-10-18)
Arginine analogs were incorporated site-specifically into proteins using an in vitro translation system. In this system, mRNAs containing a CGGG codon were translated by an aminoacyl-tRNA(CCCG), which was charged with arginine analogs using yeast arginyl-tRNA synthetase. N(G)-monomethyl-L-arginine, L-citrulline and L-homoarginine
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