DL-Phenylalanin
3-AMINO-3-PHENYLPROPANOIC ACID · DL-3-PHENYLALANINE · H-DL-PHE-OH · DL-PHENYALANINE · 3 AMINO-PHENYLPROPIONIC ACID · D,L-PHE · DLPA 375 · NSC 9959
Identifikatoren & physikalische Daten
| CAS No. | 150-30-1 |
|---|---|
| Summenformel | C9H11NO2 |
| Durchschnittliche Molmasse | 165,19 g/mol |
| Monoisotopische Masse | 165,07897859 g/mol |
| SMILES | NC(Cc1ccccc1)C(=O)O |
| InChIKey | COLNVLDHVKWLRT-UHFFFAOYSA-N |
| PubChem CID | 994 |
| ChEMBL | CHEMBL25080 |
| ChEBI | CHEBI:28044 |
| EC No. | 205-756-7 |
| DTXSID | DTXSID9023463 |
| Lokaler Name | DL-Phenylalanin |
Chemische & physikalische Eigenschaften
| XLogP | -1,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 63,3 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 153 |
| Stoffklassen | Biological Agents -> Amino Acids and Derivatives |
| Arzneimittel | Pharmaceuticals |
| Lebensmittelzusatzstoffe | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Soluble in water and dilute mineral acid and alkali hydroxide solutionsSlightly soluble (in ethanol)Water (Sparingly, Sonicated)14.11 g/L (25 ºC) |
| Dampfdruck | 0.00000005 [mmHg] |
| Physical Description | Solid[Merck Index] White powder[Sigma-Aldrich MSDS]White crystalline plateletsodourless |
| Schmelzpunkt | 266-267 °C (dec.) (lit.) |
| Siedepunkt | 293.03°C (rough estimate) |
| Dichte | 1.1603 (rough estimate) |
| Brechungsindex | 1.5200 (estimate) |
| FEMA | 3726 | D,L-PHENYLALANINE |
| Lagerbedingungen | Store at RT. |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | pK1 2.58pK2 9.24(at 25℃) |
| Farbe | White |
| Geruch | odorless |
| Geruchsart | odorless |
| Biologische Quelle | synthetic |
| Merck | 14,7271 |
| JECFA Number | 1432 |
| BRN | 1910407 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | peptide synthesis |
| Kosmetik-Inhaltsstoffe Funktionen | FRAGRANCESKIN CONDITIONINGHAIR CONDITIONING |
| 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 (Verteilungskoeffizient) | 0.24 |
| CAS Datenbank | 150-30-1(CAS DataBase Reference) |
| NIST chemische Informationen | L-Phenylalanine(150-30-1) |
| EPA chemische Informationen | Phenylalanine (150-30-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 99.1% (112 of 113) of all reports.Not ClassifiedAggregated GHS information provided per 113 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: DL-PhenylalanineCommission 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 |
| Weitere Sicherheitsinformationen | IMAP assessments - DL-Phenylalanine: Human health tier I assessment |
| Gefahrenübersicht | Safe when used as a flavoring agent in food[EFSA] Not considered hazardous by GHS classification[Sigma-Aldrich MSDS] See Phenylalanine. |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29224995 |
| R-Sätze (R) | 36/37/38-34 |
| Gefahrensymbole | Xi,C |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 37/39-24/25-45-36/37/39-27-26 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Occurrence
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.
Verwenden
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.
Herstellung & Synthese
synthetische
By microbial bioengineered process.