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DL-Phenylalanine

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CAS:150-30-1
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  • 2026-03-06
  • CAS:150-30-1
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DL-Phenylalanine Basic information
Description References
Product Name:DL-Phenylalanine
Synonyms:PHENYLALANINE, DL-;PHENYALANINE, DL-;RARECHEM AK HC T302;FEMA 3726;LABOTEST-BB LTBB000477;DL-ALPHA-AMINO-BETA-PHENYLPROPIONIC ACID;D,L-PHE;DL-PHENYLALANINE
CAS:150-30-1
MF:C9H11NO2
MW:165.19
EINECS:205-756-7
Product Categories:amino acid;food additive;chiral;Organic acids;Phenylalanine [Phe, F];Amino Acids;Food & Feed ADDITIVES;Amino ACIDS SERIES;Amino Acids;alpha-Amino Acids;Biochemistry;phenlalnine;food additives;pharmaceutical intermediate
Mol File:150-30-1.mol
DL-Phenylalanine Structure
DL-Phenylalanine Chemical Properties
Melting point 266-267 °C (dec.) (lit.)
Boiling point 293.03°C (rough estimate)
density 1.1603 (rough estimate)
refractive index 1.5200 (estimate)
FEMA 3726 | D,L-PHENYLALANINE
storage temp. Store at RT.
solubility Water (Sparingly, Sonicated)
form Powder
pkapK1 2.58; pK2 9.24(at 25℃)
color White
Odorodorless
Odor Typeodorless
biological sourcesynthetic
Water Solubility 14.11 g/L (25 ºC)
Merck 14,7271
JECFA Number1432
BRN 1910407
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationpeptide synthesis
Cosmetics Ingredients FunctionsFRAGRANCE
SKIN CONDITIONING
HAIR CONDITIONING
InChI1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
InChIKeyCOLNVLDHVKWLRT-UHFFFAOYSA-N
SMILESNC(Cc1ccccc1)C(O)=O
LogP0.24
CAS DataBase Reference150-30-1(CAS DataBase Reference)
NIST Chemistry ReferenceL-Phenylalanine(150-30-1)
EPA Substance Registry SystemPhenylalanine (150-30-1)
Safety Information
Hazard Codes Xi,C
Risk Statements 36/37/38-34
Safety Statements 37/39-24/25-45-36/37/39-27-26
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HS Code 29224995
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
DL-Phenylalanine English
SigmaAldrich English
ACROS English
ALFA English
DL-Phenylalanine Usage And Synthesis
DescriptionAs an essential amino acid, phenylalanine is necessary for the production of tyrosine in human body, which cannot be synthesized from more basic substances in humans and other animals, meaning that it is obtained only by ingestion of phenylalanine or phenylalanine- containing proteins, which is particularly rich in eggs, chicken, liver, beef, breast milk of mammals, and soybeans, etc. There are three forms of phenylalanine: L-phenylalanine, the natural form found in protein-rich foods, D-phenylalanine, the synthetic mirror image and DL-Phenylalanine (DLPA), the mixture of both forms made in the laboratory that can maximize benefits. DLPA is manufactured for medical, feed, and nutritional applications, which can be used to produce food and drink products. It is marketed as a nutritional supplement due to its reputed analgesic and antidepressant effects. Besides, it can be applied for depression, attention deficit-hyperactivity disorder (ADHD), Parkinson's disease, chronic pain, osteoarthritis, rheumatoid arthritis, alcohol withdrawal symptoms, and a skin disease called vitiligo.
Referenceshttps://en.wikipedia.org/wiki/Phenylalanine
http://www.livestrong.com/article/501701-what-are-the-benefits-of- dl-phenylalanine/
http://www.webmd.com/vitamins-supplements/ingredientmono-653- phenylalanine.aspx? activeingredientid=653&activeingredientname=phenylalanine
Chemical PropertiesWhite crystalline powder
Chemical PropertiesDL-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.
OccurrencePhenylalanine 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.
UsesDL-Phenylalanine may be used in the synthesis of ternary piroxicam (Pir; 4-hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide) complexes of Fe(II), Fe(III), Co(II), Ni(II), Cu(II) and Zn(II).
UsesComponent of the artificial sweetner aspartame, q.v.; nutrient.
UsesDL-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.
DefinitionChEBI: An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.
PreparationBy microbial bioengineered process.
General DescriptionPhenylalanine 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.
reaction suitabilityreaction type: solution phase peptide synthesis
Side effectsWhen taken by mouth: L-phenylalanine is commonly consumed in foods. L-phenylalanine, D-phenylalanine, and DL-phenylalanine are possibly safe when used as medicine, short-term. Side effects might include anxiety, headache, and constipation. When applied to the skin: Phenylalanine cream is possibly safe when used in the short-term.
Purification Methodsdl-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.]
Tag:DL-Phenylalanine(150-30-1) Related Product Information
6-Aminocaproic acid D-Phenylalanine ALTRENOGEST Phenprobamate N-(tert-Butoxycarbonyl)-L-phenylalanine L-Isoleucine L-Tryptophan L-Proline L-Phenylalanine Tris(hydroxymethyl)aminomethane Glycine Melphalan Levodopa 4-BROMO-DL-PHENYLALANINE Liothyronine sodium O-PHOSPHO-L-TYROSINE CHLOROACETYL-L-TYROSINE Sodium levothyroxine