基本情報
- 標準SMILES
NC(Cc1ccccc1)C(=O)O- InChIKey
COLNVLDHVKWLRT-UHFFFAOYSA-N- 分子式
- C9H11NO2
- 平均分子量
- 165.19 g/mol
- 単同位体質量
- 165.07897859
概要
Phenylalanine is an aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group. It has a role as a Daphnia magna metabolite. It is an alpha-amino acid and an aromatic amino acid. It contains a benzyl group. It is a conjugate base of a phenylalaninium. It is a conjugate acid of a phenylalaninate.
名称と識別子
- 優先名称
- Dl-Phenylalanine
- IUPAC
- 2-amino-3-phenylpropanoic acid
- 現地名
- DL-フェニルアラニン
- 英語名
- DL-Phenylalanine
- 分子式
- C9H11NO2
- 分子量
- 165.19
名称と別名
名称をさらに表示
データベース識別子
- CAS
150-30-1、30394-07-1、63-91-2、673-06-3- PubChem CID
- 994
- DTXSID
DTXSID9023463- ChEMBL
CHEMBL25080- ChEBI
CHEBI:28044- UNII
- 8P946UF12S
- EC Number
- 205-756-7
- Nikkaji
- J1.258K
物性
構造計算による物性
- XLogP
- -1.5
- 極性表面積
- 63.3 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 3
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 153
実験および物理化学的性質
Solubility
Soluble in water and dilute mineral acid and alkali hydroxide solutions
Slightly soluble (in ethanol)
Physical Description
Solid; [Merck Index] White powder; [Sigma-Aldrich MSDS]
White crystalline platelets; odourless
物理化学的性質
- 融点
- 266 · 266-267 °C (dec.) (lit.)
- 沸点
- 293.03 °C · 293.03°C (rough estimate)
- 比重(密度)
- 1.1603 · 1.1603 (rough estimate)
- 屈折率
- 1.52 · 1.5200 (estimate)
- FEMA
- 3726 · 3726 | D,L-PHENYLALANINE
- 貯蔵温度
- Store at RT.
- 溶解性
- 水(少量、超音波処理)
- 外見
- 粉
- 酸解離定数(Pka)
- 1 · pK1 2.58; pK2 9.24(at 25℃)
- 色
- 白い
- 臭い (Odor)
- 無臭
- においのタイプ
- 無臭
- 由来生物
- synthetic
- 水溶解度
- 14.11 g/L · 14.11g/L(25℃)
- Merck
- 14 · 14,7271
- JECFA Number
- 1432 · 1432
- BRN
- 1910407 · 1910407
- 安定性
- 安定。強力な酸化剤とは相容れない。
- 主な用途
- ペプチド合成
- 化粧品成分の機能
- 香料スキンコンディショニングヘアコンディショニング
- InChI
- 1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
- InChIKey
- COLNVLDHVKWLRT-UHFFFAOYSA-N
- SMILES
- NC(Cc1ccccc1)C(O)=O
- LogP
- 0.24 · 0.24
- CAS データベース
- 150 · 150-30-1(CAS DataBase Reference)
- NISTの化学物質情報
- L-Phenylalanine(150-30-1)
- EPAの化学物質情報
- Phenylalanine (150-30-1)
化学的性質
化学的特性DL-Phenylalanine has a sweet taste. It is an essential amino acid that plays a key role in the biosynthesis of other amino acids and some neurotransmitters.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 99.1% (112 of 113) of all reports.
Not Classified
Aggregated GHS information provided per 113 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: DL-Phenylalanine
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenylalanine: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29224995
- risk_code
- 36/37/38-34
- 化審法
- (9)-1283 届出不要化学物質
- hazard_code
- Xi,C
- hazard_note
- Irritant
- safety_code
- 37/39-24/25-45-36/37/39-27-26
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
応用分野
天然物の起源Phenylalanine is the most commonly found aromatic amino acid in proteins and enzymes with a molar ratio of 3.5% compared to the other amino acids, about double the amount of any other aromatic amino acid. 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DL-Phenylalanine is used torelieve cases of minor depressionand other mood issues as well as and physical discomforts and pain. It is also used in acupunctureanesthesia, alcohol withdrawal.
一般的な説明Phenylalanine is an amino acid. It participates in the preparation of ternary piroxicam complexes of Fe(II), Fe(III), Co(II), Ni(II), Cu(II) and Zn(II). Characterization of these complexes by elemental analyses, molar conductance, IR, UV-Vis, magnetic moment, diffuse reflectance and X-ray powder diffraction methods has been conducted. Crystalline DL-phenylalanine was prepared by its reduction in silica gel by solubility method.
調製方法
製造方法By microbial bioengineered process.
純化方法dl-Phenylalanine crystallises from H2O or H2O/EtOH in large plates and is dried under vacuum over P2O5. S-Phenylalanine ethyl ester hydrochloride has m 156-158o and [ ] D -7.8o (c 2, H2O) after crystallisation from EtOH/Et2O [Billimoria & Cook J Chem Soc 2328 1949, Beilstein 14 IV 1556]. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2156-2175 1961, Beilstein 14 III 1229, 14 IV 1553.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
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: An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.
関連反応
関連ノート
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