H1007

L-Homoarginine hydrochloride

Name: <SC>L</SC>-Homoarginine hydrochloride
Brand: SIGMA
Price: 1540 PLN

≥98% (TLC)

Synonim(y):

(S)-2-Amino-6-guanidinohexanoic acid hydrochloride

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5 G

1540,00 zł

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Informacje o tej pozycji

Wzór liniowy:

H₂NC(=NH)NH(CH₂)₄CH(NH₂)CO₂H · HCl

Numer CAS:

1483-01-8

Masa cząsteczkowa:

224.69

NACRES:

NA.26

PubChem Substance ID:

24895420

UNSPSC Code:

12352209

EC Number:

216-045-6

MDL number:

MFCD00012622

Beilstein/REAXYS Number:

4016621

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Nazwa produktu

L-Homoarginine hydrochloride, unnatural arginine analog

InChI key

YMKBVNVCKUYUDM-JEDNCBNOSA-N

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

SMILES string

Cl[H].N[C@@H](CCCCNC(N)=N)C(O)=O

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

213-215 °C (lit.)

solubility

H₂O: soluble

application(s)

peptide synthesis

Quality Level

200

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Powiązane kategorie

Building Blocks, Resins, and Coupling Reagents for GLP-1 Synthesis

Amino Acids

Amino Acids, Resins & Reagents for Peptide Synthesis

Biochemicals

Cell Culture Supplements & Reagents

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Ta pozycja	A5131	H6503	H6647
Sigma-Aldrich H1007 L-Homoarginine hydrochloride	Sigma-Aldrich A5131 L-Arginine monohydrochloride	Sigma-Aldrich H6503 L-Homocysteine thiolactone hydrochloride	Sigma-Aldrich H6647 L-Histidinol dihydrochloride
form powder	form powder	form powder	form powder
assay ≥98% (TLC)	assay ≥98% (HPLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
color white to off-white	color white	color white	color white to off-white
mp 213-215 °C (lit.)	mp >235 °C	mp 185 °C	mp 198-201 °C (dec.) (lit.)
solubility H₂O: soluble	solubility H₂O: 50 mg/mL	solubility -	solubility -

Application

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.

Biochem/physiol Actions

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.

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Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certyfikaty analizy (CoA)

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Odwiedź Bibliotekę dokumentów

Serum L-arginine and dimethylarginine levels in migraine patients with brain white matter lesions.

Szilvia Erdélyi-Bótor et al.

Cephalalgia : an international journal of headache, 37(6), 571-580 (2016-05-22)

Background/Aim Migraine is a risk factor for the formation of silent brain white matter lesions (WMLs) that are possibly ischemic in nature. Although dysfunction of the L-arginine/nitric oxide (NO) pathway has been associated with oxidative stress and endothelial dysfunction in

Amino acids as modulators of endothelium-derived nitric oxide.

Kakoki M, Kim HS, Edgell CJ, et al.

American Journal of Physiology: Renal Physiology, 291, F297-F304 (2006)

Alkaline phosphatase retained in HepG2 hepatocarcinoma cells vs. alkaline phosphatase released to culture medium: difference of aberrant glycosylation.

Azin Nowrouzi et al.

Biochemical and biophysical research communications, 330(2), 400-409 (2005-03-31)

Liver tissue is the source of 90% of serum alkaline phosphatase (AP). The serum levels and structures of tumor marker proteins change under many disease conditions as well as cancer. The study was aimed at determining the type of alkaline

Positive correlation of airway resistance and serum asymmetric dimethylarginine (ADMA) in bronchial asthma patients lacking evidence for systemic inflammation.

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

Homoarginine ameliorates diabetic nephropathy independent of nitric oxide synthase-3.

Michael D Wetzel et al.

Physiological reports, 9(5), e14766-e14766 (2021-03-14)

Recently we showed that homoarginine supplementation confers kidney protection in diabetic mouse models. In this study we tested whether the protective effect of homoarginine is nitric oxide synthase-3 (NOS3)-independent in diabetic nephropathy (DN). Experiments were conducted in NOS3 deficient (NOS3-/-

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L-Homoarginine hydrochloride