72-18-4CC(C)[C@H]([NH3+])C(=O)[O-]KZSNJWFQEVHDMF-BYPYZUCNSA-NL-valine zwitterion is an L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-valine; major species at pH 7.3. It is a tautomer of a L-valine.
72-18-4CHEBI:57762安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。
L-valine is a branched-chain essential amino acid (BCAA) that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway. Valine is one of three branched-chain amino acids (the others are leucine and isoleucine) that enhance energy, increase endurance, and aid in muscle tissue recovery and repair. This group also lowers elevated blood sugar levels and increases growth hormone production. Supplemental valine should always be combined with isoleucine and leucine at a respective milligram ratio of 2:1:2. It is an essential amino acid found in proteins; important for optimal growth in infants and for growth in children and nitrogen balance in adults. The lack of L-valine may influence the growth of body, cause neuropathic obstacle, anaemia. It has wide applications in the field of pharmaceutical and food industry.
(Applies to Valine, Leucine and Isoleucine) This group of essential amino acids are identified as the branched-chain amino acids, BCAAs. Because this arrangement of carbon atoms cannot be made by humans, these amino acids are an essential element in the diet. The catabolism of all three compounds initiates in muscle and yields NADH and FADH2 which can be utilized for ATP generation. The catabolism of all three of these amino acids uses the same enzymes in the first two steps. The first step in each case is a transamination using a single BCAA aminotransferase, with a-ketoglutarate as amine acceptor. As a result, three different a-keto acids are produced and are oxidized using a common branched-chain a-keto acid dehydrogenase, yielding the three different CoA derivatives. Subsequently the metabolic pathways diverge, producing many intermediates. The principal product from valine is propionylCoA, the glucogenic precursor of succinyl-CoA. Isoleucine catabolism terminates with production of acetylCoA and propionylCoA; thus isoleucine is both glucogenic and ketogenic. Leucine gives rise to acetylCoA and acetoacetylCoA, and is thus classified as strictly ketogenic. There are a number of genetic diseases associated with faulty catabolism of the BCAAs. The most common defect is in the branched-chain a-keto acid dehydrogenase. Since there is only one dehydrogenase enzyme for all three amino acids, all three a-keto acids accumulate and are excreted in the urine. The disease is known as Maple syrup urine disease because of the characteristic odor of the urine in afflicted individuals. Mental retardation in these cases is extensive. Unfortunately, since these are essential amino acids, they cannot be heavily restricted in the diet; ultimately, the life of afflicted individuals is short and development is abnormal The main neurological problems are due to poor formation of myelin in the CNS.
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化学的特性バリンは必須アミノ酸の一つであり人間の健康にとって欠かせない栄養素ですその化学式はC5H11NO2で表され分岐鎖アミノ酸BCAAの一つとしても知られていますバリンは体内で合成することができないため食事から摂取する必要があります
化学的特性White or almost white, crystalline powder or colourless crystals, soluble in water, very slightly soluble in alcohol.
化学性质解糖系産物のピルビン酸から4段階で生合成される。
解説L-バリン,(S)-2-amino-3-methylbutyric acid.略号ValまたはV.タンパク質の構成必須アミノ酸として,また遊離の状態で自然界に広く分布している.穀物タンパク質からエチルエステルとして分留,加水分解後,銅塩として単離する.発酵法,α-ブロモイソ吉草酸とアンモニアからの合成法もある.小葉状結晶.融点315 ℃.[α]D26+33.1°(5 mol L-1 塩酸).pK1 2.26,pK2 9.49(25 ℃),pI5.96.弱い苦味がある.D-バリンはアクチノマイシンD,グラミシジンD中に含まれている
用途医薬品、健康飲料、次世代飼料
説明Valine (abbreviated as Val or V) is an α-amino acid with the chemical formula HO2CCH(NH2)CH(CH3)2. L-Valine is one of 20 proteinogenic amino acids. Its codons are GUU, GUC, GUA, and GUG. This essential amino acid is classified as nonpolar. Human dietary sources are any proteinaceous foods such as meats, dairy products, soy products, beans and legumes. Along with leucine and isoleucine, valine is a branched-chain amino acid. It is named after the plant valerian. In sickle-cell disease, valine substitutes for the hydrophilic amino acid glutamic acid in hemoglobin. Because valine is hydrophobic, the hemoglobin is prone to abnormal aggregation.
一般的な説明Valine is an essential amino acid, involved in the biosynthesis of glutamine and alanine. Valine being a branched-chain amino acid (BCAA), maintains a balance among the BCAAs. L-Valine serves as an energy fuel.
使用用途1. 筋力トレーニング用のサプリメントとしての利用 バリンは、筋肉代謝に重要な役割を果たし、筋肉を強化する効果が期待される事から、筋力トレーニング用のサプリメントとして利用されています。またバリンは、ロイシン、イソロイシンとともにBCAA(分岐鎖アミノ酸)の一種であり、このBCAAは、運動時の筋肉のエネルギー源となるため、スポーツサプリメントとして用いられています。 2. 化粧品としての利用 バリンには、角質の水分量を増加させ、保湿効果があるといわれています。そのため本化合物は、化粧品、スキンケア用品、洗顔料、ハンドケア用品などに配合されています。 3. ヒトの体内での役割について バリンは疲労回復効果や成長促進に重要なアミノ酸でもあります。その他にも、血液中の窒素濃度を調整するとともに、アンモニア代謝を改善するなどのように、生体内で重要な役割を担っています。 4. 医薬品としての利用 低タンパク質血症、低栄養状態時のアミノ酸補給等を目的として用いられています。 5. その他の生理活性について 筋肉の修復効果、肝硬変の改善効果、食欲不振の改善効果などが報告されており、サプリメントや医薬品としての応用が期待されています。
合成方法発酵法によりC. glutamicumなどの細菌を用いて生産される。
純化方法Crystallise L-valine from water by addition of EtOH. It sublimes at 178-188o/0.03mm with 99.3% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Perrin J Chm Soc 3125 1958, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2368-23771961, Beilstein 4 IV 2659.]
定義本品は、次の化学式で表されるアミノ酸である。
定義ChEBI: The L-enantiomer of valine.