L-フェニルアラニン 化学特性,用途語,生産方法
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。
解説
L-フェニルアラニン,単斜晶系板状あるいは小葉状結晶.分解点283 ℃.[α]D20"-35.1°(水).pK1 2.26,pK2 9.19(25 ℃),pI5.48.水に微溶,エタノールに難溶.苦味を呈する.必須アミノ酸で栄養剤として用いられ,動物体内でチロシンはフェニルアラニンからつくられる.DL-フェニルアラニンはフェニルアセトアルデヒドのストレッカーのアミノ酸合成や,α-ブロモ-β-フェニルプロピオン酸のアミノ化により合成する.白色の結晶.融点271~273 ℃.D-フェニルアラニンは微生物界に存在する.
森北出版「化学辞典(第2版)
化粧品の成分用途
ヘアコンディショニング剤、皮膚コンディショニング剤
製造
L-フェニルアラニン,略号PheまたはF.タンパク質構成アミノ酸として,また遊離の形で自然界に広く分布している.おもに発酵法でつくられる.
効能
フェニルアラニン補充薬
化学的特性
L-Phenylalanine has no odor and a slight bitter taste. It melts with decomposition at about 283°C. The pH of a 1 in 100
solution is between 5.4 and 6.0. FEMA notes this chemical is used in cocoa substitute only.
天然物の起源
Reported found in white bread, macaroni, egg noodles, corn flakes, corn grits, oatmeal, wheat bran, wheat
flakes, shredded wheat, barley, brown rice, rye flour, whole grain wheat flour, buttermilk, blue cheese, cheddar cheese, cottage
cheese, cream cheese, parmesan cheese, bacon, cured ham, frankfurters, pork sausage, canned red kidney beans, canned sweet corn,
canned peas, canned lima beans, canned potatoes, canned asparagus, canned snap beans, canned beets, beef, lamb, fresh ham, veal
round, beef liver, chicken, chicken liver, turkey and other natural sources.
使用
L-Phenylalanine is an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and further conv
erted into dopamine, norepinephrine, and epinephrine. L-Phenylalanine is produced for medical, feed, and nutritional applications such as in the preparation of Aspartame.
定義
ChEBI: The L-enantiomer of phenylalanine.
製造方法
From PTS-negative Escherichia coli bioengineered strains.
一般的な説明
Odorless white crystalline powder. Slightly bitter taste. pH (1% aqueous solution) 5.4 to 6.
空気と水の反応
Water soluble. Aqueous solutions are weak acids.
反応プロフィール
L-Phenylalanine may be light sensitive. Act as weak acids in solution.
健康ハザード
ACUTE/CHRONIC HAZARDS: When heated to decomposition L-Phenylalanine emits toxic fumes of nitrogen oxides.
火災危険
Flash point data for L-Phenylalanine are not available; however, L-Phenylalanine is probably combustible.
安全性プロファイル
Mildly toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
純化方法
Likely impurities are leucine, valine, methionine and tyrosine. Crystallise L-phenylalanine from water by adding 4volumes of EtOH. Dry it in vacuo over P2O5. Also crystallise it from saturated refluxing aqueous solutions at neutral pH, or 1:1 (v/v) EtOH/water solution, or conc HCl. It sublimes at 176-184o/0.3mm with 98.7% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2156-2175 1961, Beilstein 14 IV 1552.]
L-フェニルアラニン 上流と下流の製品情報
原材料
準備製品