3061-90-3

Basic information

• Product Name: H-ALA-PHE-OH
• Synonyms: L-ALA-PHE;L-ALANYL-L-PHENYLALANINE;H-ALA-PHE-OH;ALA-PHE;alanylphenylalanine;L-alanyl-phenylalanine;(S)-2-[[(S)-2-Aminopropionyl]amino]-3-phenylpropionic acid;Ala-Phe-OH
• CAS NO: 3061-90-3
• Molecular Formula: C₁₂H₁₆N₂O₃
• Molecular Weight: 236.27
• EINECS: 217-885-6
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 3061-90-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 487.6 °C at 760 mmHg
• Flash Point: 248.7 °C
• Appearance: /Solid
• Density: 1.222
• Refractive Index: 1.565
• Storage Temp.: −20°C
• PKA: 3.41±0.10(Predicted)
• CAS DataBase Reference: H-ALA-PHE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-ALA-PHE-OH(3061-90-3)
• EPA Substance Registry System: H-ALA-PHE-OH(3061-90-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3061-90-3(Hazardous Substances Data)

Usage

Description

H-ALA-PHE-OH, also known as L-alanyl-L-phenylalanine, is a dipeptide formed from L-alanyl and L-phenylalanine residues. It is a white to off-white powder in its chemical form.

Uses

Used in Pharmaceutical Industry:
H-ALA-PHE-OH is used as an active pharmaceutical ingredient for its potential therapeutic applications. As a dipeptide, it can be utilized in the development of drugs targeting various health conditions due to its bioavailability and ability to be absorbed by the body.
Used in Cosmetic Industry:
H-ALA-PHE-OH is used as an ingredient in the cosmetic industry for its potential benefits in skincare products. The dipeptide may contribute to skin health and rejuvenation, making it a valuable component in anti-aging and skin care formulations.
Used in Research and Development:
H-ALA-PHE-OH is used as a research compound for studying the properties and potential applications of dipeptides in various scientific fields. Its unique structure allows researchers to explore its interactions with other molecules and its effects on biological systems.
Used in Nutritional Supplements:
H-ALA-PHE-OH can be used as an ingredient in nutritional supplements, particularly those aimed at enhancing athletic performance, muscle recovery, and overall health. The dipeptide may provide benefits such as improved nitrogen retention and muscle growth.
Used in Food Industry:
H-ALA-PHE-OH may be used in the food industry as a flavor enhancer or additive due to its dipeptide structure. It can potentially improve the taste and texture of various food products, making it a valuable component in the development of new and improved food items.

InChI:InChI=1/C12H16N2O3/c1-8(13)11(15)14-10(12(16)17)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10?/m0/s1

Upstream product

• 63-91-2 L-phenylalanine 
• 16964-94-6 (S)-4-methyl-thiazolidine-2,5-dione 
• 1738-73-4 α-Alanyl-phenylalaninbenzylester 
• 18979-06-1 H-Ala-Phe-NH₂ 
• 103-72-0 phenyl isothiocyanate 
• 121574-54-7 Ac-Ala-DAPA-Ala-Phe-OH 
• 121574-46-7 N²-(N-Ac-L-Ala)-L-2,4-diaminobutanoyl-L-Ala-L-Phe 
• 105995-30-0 N-Ac-L-Ala-L-Gln-L-Ala-L-Phe 
• 100431-45-6 N-<(R)-2-(aminocarbonyl)-1-oxopropyl>-L-phenyl alanine 
• 2543-29-5 Cbz-L-ala-L-phe-Cbz 
• 25172-67-2 Z-Ala-O-COO-isoBu 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 100431-52-5 N-<(R,S)-2-carboxy-1-oxopropyl>-L-phenyl alanine tert-butyl ester 
• 100431-53-6 N-<(R,S)-2-(aminocarbonyl)-1-oxopropyl>-L-phenyl alanine tert-butyl ester 

Downstream Products

• 134423-82-8 Dns-Ala-Phe 
• 79410-44-9 dicyclohexylammonium N-(L-2-azidopropionyl)-L-phenylalaninate 
• 1738-73-4 α-Alanyl-phenylalaninbenzylester 
• 56672-76-5 1-hippuroyl-L-proline 
• 40298-89-3 L-alanyl-L-phenylalanine methyl ester 
• 952312-44-6 methyl acryloyl-L-alanyl-L-phenylalanine 
• 84759-79-5 2-[(S)-1-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-ethylamino]-3-methyl-butyric acid methyl ester 
• 1262797-20-5 N',N-bis(Boc)-N-guanidine Ala-Phe 
• 63-91-2 L-phenylalanine 
• 56-41-7 L-alanin 

Relevant articles and documents

Hydrolytic cleavage of pyroglutamyl-peptide bond. III. A highly selective cleavage in 70% methanesulfonic acid

A method for highly selective cleavage of pGlu-peptide linkages in 70% methanesulfonic acid (MSA) is described. When pGlu-Ala-Phe-OH, pGlu-His-Pro- OH and dog neuromedin U-8 (d-NMU-8) (1-7)-OH (pGlu-Phe-Leu-Phe-Arg-Pro-Arg- OH) were hydrolyzed in 70% MSA at 60°C for 3 h or at 25°C for 3 d, the pGlu-peptide linkage was predominantly cleaved to give H-Ala-Phe-OH, H-His- Pro-OH and H-Phe-Leu-Phe-Arg-Pro-Arg-OH, in high yields. The results indicated that pGlu-peptide linkages are highly susceptible to 70% MSA, whereas the amide bond of the pyrrolidone moiety of the pGlu residue and other internal peptide bonds are extremely resistant.

Highly Productive Continuous Flow Synthesis of Di- and Tripeptides in Water

The reaction of amino acid derived N-carboxyanhydrides (NCAs) with unprotected amino acids under carefully controlled aqueous continuous flow conditions realized the formation of a range of di- and tripeptide products in 60-85% conversion at productivities of up to 535 g·L-1h-1. This required a fundamental understanding of the physicochemical aspects of the reaction resulting in the design of a custom-made continuous stirred tank reactor (CSTR) with continuous solids addition, high shear mixing, automated pH control to avoid the use of buffer, and efficient heat removal to control the reaction at 1 ± 1 °C.

A green route for the synthesis of a bitter-taste dipeptide combining biocatalysis, heterogeneous metal catalysis and magnetic nanoparticles

There is increasing demand for green technologies to produce high-solubility and low-toxicity compounds with potential application in the food industry. This study aimed to establish a clean, synthetic route for preparing the bitter-taste dipeptide Ala-Phe, a potential substitute for caffeine as a food additive. Synthesis of Z-Ala-Phe-OMe starting from Z-Ala-OH and HCl·Phe-OMe was catalysed by thermolysin at 50 °C in buffer (step 1). Z-Ala-Phe-OMe ester hydrolysis to give Z-Ala-Phe-OH at 37 °C in 30% acetonitrile/buffer was catalysed by α-bovine chymotrypsin (αCT), protease with esterase activity (step 2). Hydrogenation of Z-Ala-Phe to give the desired Ala-Phe was catalysed by C/Pd in methanol (step 3). Steps 2 and 3 were optimized by using the magnetically recoverable recycling enzyme Fe3O4@silica-αCT and the magnetically recoverable metal nanocatalyst Fe3O4@silica-Pd, respectively. This inspiring combination of technologies and the original results demonstrate the suitability of using enzymes, metal catalyst and magnetic nanoparticles for easy, economical, stereoselective, clean production of an important target compound. Besides, they add to the development of peptide chemistry and catalysis.