DL-フェニルアラニン

Dl-Phenylalanine

HCID 994CAS 150-30-1

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

DL-PHENYLALANINE150-30-1DL-3-PhenylalaninePhenylalanine DL-formPhenylalanine, dl-DL-2-Amino-3-phenylpropanoic acidFEMA No. 3726NSC 9959DTXSID9023463d,l-phenylalanineEINECS 205-756-7CCRIS 8601
名称をさらに表示
DL-フェニルアラニンrac-(R*)-α-アミノベンゼンプロパン酸rac-(R*)-2-アミノ-3-フェニル-プロピオン酸rac-(R*)-2-アミノ-3-フェニルプロピオン酸rac-(R*)-2-アミノ-3-フェニルプロパン酸rac-(2R*)-3-フェニル-2-アミノプロピオン酸(±)-2-アミノ-3-フェニルプロピオン酸D-フェニルアラニン/L-フェニルアラニン,(1:1)rac-(S*)-2-アミノ-3-フェニルプロパン酸(±)-フェニルアラニンDL-2-アミノ-3-フェニルプロピオン酸rac-(R*)-3-フェニル-2-アミノプロピオン酸DLフェニルアラニンDL‐フェニルアラニンフェニルアラニン, DL-フェニルアラニン3-AMINO-3-PHENYLPROPANOIC ACIDH-DL-PHE-OHDL-PHENYALANINE3 AMINO-PHENYLPROPIONIC ACIDD,L-PHEDLPA 375FEMA 3726DL-Phenylalani
AI3-18436PHENYLALANINE DL8P946UF12SNSC-9959DL-PHENYLALANINE [FCC]DTXCID103463DL-PHENYLALANINE [FHFI]DL-PHENYLALANINE [WHO-DD]

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

実験および物理化学的性質

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility · 2 件

Soluble in water and dilute mineral acid and alkali hydroxide solutions

Slightly soluble (in ethanol)

Vapor Pressure0.00000005 [mmHg]

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.

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 · 3 件

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 · 3 件

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

Other Safety InformationIMAP assessments - DL-Phenylalanine: Human health tier I assessment
Hazards SummarySafe when used as a flavoring agent in food; [EFSA] Not considered hazardous by GHS classification; [Sigma-Aldrich MSDS] See Phenylalanine.
Hazard Classes and CategoriesNot Classified

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

化学と産業

用途と製造

UsesUsed as a component of aspartame and as a nutrient; [Merck Index] Used as a flavoring agent; [FDA]
Use Classification · 2 件

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationPhenylalanine: ACTIVE
応用分野 · 3 件

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 · 2 件

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.]

サプライヤー50 社

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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

140 件

関連ノート

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