L-(+)-アルギニン(74-79-3)

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L-(+)-アルギニン 製品概要
化学名:L-(+)-アルギニン
英語化学名:L(+)-Arginine
别名:L-Arginine BioUltra, >=99.5% (NT);L-Arginine Vetec(TM) reagent grade, >=98%;L-Arginine, Animal-Free;L-ArginineUSP, 98.5-101.5% (Assay);L-Arginine,99%e.e.;L-Arginine, 99%, Free Base;L-Aarginine;L(+)-ARGININE
CAS番号:74-79-3
分子式:C6H14N4O2
分子量:174.2
EINECS:200-811-1
カテゴリ情報:Amino Acids;pharmacetical;chiral;Arginine [Arg, R];Amino Acids;Amino Acids and Derivatives;for Resolution of Acids;Optical Resolution;alpha-Amino Acids;Biochemistry;Synthetic Organic Chemistry;L-Amino Acids;Nitric Oxide;amino;API;bc0001;74-79-3
Mol File:74-79-3.mol
L-(+)-アルギニン
L-(+)-アルギニン 物理性質
融点 222 °C (dec.) (lit.)
比旋光度 27.1 º (c=8, 6N HCl)
沸点 305.18°C (rough estimate)
比重(密度) 1.2297 (rough estimate)
FEMA 3819 | L-ARGININE
屈折率 27 ° (C=8, 6mol/L HCl)
貯蔵温度 2-8°C
溶解性H2O: 100 mg/mL
外見 powder
酸解離定数(Pka)1.82, 8.99, 12.5(at 25℃)
white
PH10.5-12.0 (25℃, 0.5M in H2O)
酸塩基指示薬変色域(pH)10.5 - 12
臭い (Odor)Faint
においのタイプbland
光学活性 (optical activity)[α]20/D +27°, c = 8 in 6 M HCl
水溶解度 148.7 g/L (20 ºC)
Sensitive Air Sensitive
極大吸収波長 (λmax)λ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1
JECFA Number1438
Merck 14,780
BRN 1725413
安定性:Stable. Incompatible with strong oxidizing agents.
InChIKeyODKSFYDXXFIFQN-BYPYZUCNSA-N
LogP-4.20
CAS データベース74-79-3(CAS DataBase Reference)
NISTの化学物質情報L-Arginine(74-79-3)
EPAの化学物質情報L-Arginine (74-79-3)
安全性情報
主な危険性 Xn,T
Rフレーズ 36-36/37/38-20/21/22-61
Sフレーズ 24/25-36-26-45-53-39
WGK Germany 3
RTECS 番号CF1934200
10-23
TSCA Yes
国連危険物分類 IRRITANT
HSコード 29252000
有毒物質データの74-79-3(Hazardous Substances Data)
毒性cyt-grh-par 100 mmol/L IJEBA6 24,460,86
MSDS Information
ProviderLanguage
L(+)-Arginine English
SigmaAldrich English
ACROS English
ALFA English
L-(+)-アルギニン Usage And Synthesis
外観白色粉末~結晶
定義本品は、次の化学式で表されるアミノ酸である。
化粧品の成分用途ヘアコンディショニング剤、口腔ケア剤、皮膚コンディショニング剤
効能高アンモニア血症治療薬, 診断補助薬 (下垂体機能判定)
化学的特性Arginine is a diaminomonocarboxylic acid. The nonessential amino acid, arginine, is a urea cycle amino acid and a precursor for the neurotransmitter nitric oxide, which plays a role in the regulation of the brain’s system of dilation and constriction of small blood vessels. It is strongly alkaline and its water solutions absorb carbon dioxide from the air (FCC, 1996). Functionality in foods includes, but is not limited to, nutrient and dietary supplement
化学的特性White crystalline powder
物理的性質Solubility 14.87 (20 ℃) g/100 g H2O, pI 10.76, dissociation constants: pK1 2.01, pK2 9.04 (a-NH2), pK3 12.48 (guanidyl).
天然物の起源Reported present in cheese, chocolate, eggs, meat, nuts and other products.
使用Amino acid; nutrient.
使用L-Arginine has been used:
  • as a Roswell park memorial institute medium (RPMI) media component in the isolation and culture of peripheral blood mononuclear cells (PBMCs)
  • as a RPMI media component for tissue culture
  • in DMEM medium for the identification and quantification of phosphorylation sites by stable isotope labeling by amino acids in cell culture (SILAC) and LCMS/MS

使用L-Arginine is used for heart and blood vessel conditions which includes congestive heart failure (CHF), chest pain, high blood pressure and coronary artery disease. It plays a vital role in the treatment of cardiovascular disease due to it being antiatherogenic, anti-ischemic, antiplatelet and antithrombotic. It acts as a growth stimulant and is involved in the treatment of erectile dysfunction in men. It is an important ingredient of tooth paste which provides effective relief for sensitive teeth.
定義ChEBI: An L-alpha-amino acid that is the L-isomer of arginine.
Aroma threshold valuesDetection at 100%, faint.
Taste threshold valuesTaste characteristics at 1000 ppm: hint of sourness.
一般的な説明L-Arginine is an amino acid that plays a key role in many physiological processes such as tissue repair and reproduction. It is a key precursor for synthesizing nitric oxide in mammals. Due to these factors, the dietary supplementation with L-arginine may show a range of health benefits.
Biochem/physiol ActionsSubstrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.
副作用Nausea, abdominal pain and diarrhea
Bloating
Gout
Headache
Allergic response
Airway inflammation or worsening of asthma symptoms
安全性プロファイルMutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
合成Enzymatically, arginine is formed in two reactions from citrulline. The first reaction (citrulline + succinate) is catalyzed by the enzyme arginosuccinate synthetase. It is ATP dependent and with the formation of a new C–N bond in the gaunidino group of arginosuccinate, water is removed and ATP is hydrolyzed. The second reaction is catalyzed by arginine synthetase and involves the scission of arginosuccinate with the formation of arginine and fumaric acid.
targetNO | IL Receptor | cGMP
薬物相互作用L-arginine may interact with certain medications, including :
Blood-pressure-lowering medications: enalapril (Vasotec), losartan (Cozaar), amlodipine (Norvasc), furosemide (Lasix), etc.
Erectile dysfunction medications: sildenafil citrate (Viagra), tadalafil (Cialis), etc.
Blood-thinning medications: clopidogrel (Plavix), enoxaparin (Lovenox), heparin, warfarin (Coumadin), etc.
Antidiabetic medications: insulin, pioglitazone (Actos), glipizide (Glucotrol), etc.
Medications that increase blood flow: nitroglycerin (Nitro-Dur, Nitro-Bid, Nitrostat), isosorbide ( Sorbitrate, Imdur, Isordil), etc.
Diuretic medications: amiloride (Midamor), and triamterene (Dyrenium), spironolactone (Aldactone), etc.
概要タンパク質一般に広く含まれるが,とくに魚類の精液中のプロタミンに多く含まれる
反応

坂口反応(Sakaguchi's reaction): 2M NaOH1滴と5%次亜塩素酸ナトリウム溶液5滴を加え,よく振り混ぜる.これに,α-ナフト-ル試薬を6~7滴加えると,赤橙色を呈する.この反応はアルギニンなどグアニジノ基(H,NC(=NH)NH-)をもつ化合物の呈色反応である,この色調は不安定なため,数分後に最高になり,以後退色する

純化方法S-Arginine crystallises from H2O as the dihydrate and as plates from EtOH. It also crystallises from 66% EtOH. Its solubility in H2O is 15% at 21o. Its isoelectric point is at pH 10.76. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 1841 1961, Beilstein 4 IV 817.]
Tags:74-79-3