CAS 2361-96-8

Acetyl-L-phenylalanine ethyl ester

Description:

Acetyl-L-phenylalanine ethyl ester, with the CAS number 2361-96-8, is an ester derivative of the amino acid phenylalanine. This compound features an acetyl group attached to the amino group of phenylalanine, along with an ethyl ester group at the carboxylic acid end. It is typically a white to off-white crystalline solid, soluble in organic solvents such as ethanol and methanol, but less soluble in water. The presence of the acetyl group enhances its lipophilicity, which can influence its biological activity and absorption characteristics. Acetyl-L-phenylalanine ethyl ester is often studied in the context of peptide synthesis and as a potential intermediate in the production of pharmaceuticals. Its structural characteristics allow it to participate in various chemical reactions, making it a valuable compound in organic synthesis and medicinal chemistry. Additionally, due to its amino acid nature, it may exhibit some biological activities, although specific applications may vary based on ongoing research and development.

Formula: C₁₃H₁₇NO₃

InChI: InChI=1S/C13H17NO3/c1-3-17-13(16)12(14-10(2)15)9-11-7-5-4-6-8-11/h4-8,12H,3,9H2,1-2H3,(H,14,15)/t12-/m0/s1

InChI key: InChIKey=YIVZYFDBEPMPNL-LBPRGKRZSA-N

SMILES: [C@H](CC1=CC=CC=C1)(C(OCC)=O)NC(C)=O

Synonyms:

• <span class="text-smallcaps">L</span>-N-Acetylphenylalanine ethyl ester
• <span class="text-smallcaps">L</span>-Phenylalanine, N-acetyl-, ethyl ester
• Ac-Phe-OEt
• Acetyl-<span class="text-smallcaps">L</span>-phenylalanine ethyl ester
• Acetylphenylalanine ethyl ester
• Alanine, N-acetyl-3-phenyl-, ethyl ester, <span class="text-smallcaps">L</span>-
• Ethyl N-acetyl-<span class="text-smallcaps">L</span>-phenylalaninate
• N-Acetyl-<span class="text-smallcaps">L</span>-phenylalanine ethyl ester
• N-Acetylphenylalanine ethyl ester
• ethyl N-acetyl-3-phenyl-L-alaninate
• ethyl N-acetyl-L-phenylalaninate
• ethyl N-acetylphenylalaninate
• L-Phenylalanine, N-acetyl-, ethyl ester
• N-Acetyl-L-phenylalanine ethyl ester
• Acetyl-L-phenylalanine ethyl ester

(S)-Ethyl 2-acetamido-3-phenylpropanoate

CAS: 2361-96-8

Formula: C₁₃H₁₇NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 235.2790

Ref: IN-DA003SP2

N-Acetyl-L-Phenylalanine Ethyl Ester

CAS: 2361-96-8

N-Acetyl-L-Phenylalanine Ethyl Ester

Purity: 98%

Molecular weight: 235.28g/mol

Ref: 54-OR1014236

Ac-Phe-OEt

CAS: 2361-96-8

Formula: C₁₃H₁₇NO₃

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 235.28

Ref: 3B-A3498

Ac-Thz-Tle-Leu-Gln-MCA

CAS: 2361-96-8

A prototype fluorogenic substrate targeting the SARS-CoV and SARS-CoV-2 Main Protease (Mpro). The main protease (Mpro­), also called endopeptidase C30 or 3C-like proteinase (3CLpro), controls viral replication activities and is a prime therapeutical target. Both substrates and inhibitors of SARS-CoV-2 Mpro are currently of interest to researchers of the coronavirus. This product can be used as a Prototype Fluorescence Substrate for SARS-CoV Mpro/SARS-CoV-2 Mpro Proteases.

Formula: C₁₃H₁₇NO₃

Purity: Min. 95%

Molecular weight: 235.28 g/mol

Ref: 3D-SFP-3251-V

Acetyl-L-phenylalanine Ethyl Ester

Controlled Product

CAS: 2361-96-8

Applications Acetyl-L-phenylalanine ethyl ester is a derivative of L-Phenylalanine (P319415), a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. Acetyl-L-phenylalanine ethyl ester is also used to inhibit pepsin-catalyzed reactions.
References Auer, H. & Doty, P.: Biochemistry, 5, 1708 (1966); Birkmayer, W., et al.: J. Neural Transm., 59, 81 (1984); Borison, R., et al.: Res. Commun. Chem. Path., 21, 363 (1978); Kitson, T., et al.: Biochem. J., 122, 241 (1971)

Formula: C₁₃H₁₇NO₃

Color and Shape: Neat

Molecular weight: 235.28

Ref: TR-A187950

(S)-Ethyl 2-acetamido-3-phenylpropanoate

CAS: 2361-96-8

Formula: C₁₃H₁₇NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 235.283

Ref: 10-F224477

Acetyl-L-phenylalanine ethyl ester

CAS: 2361-96-8

Acetyl-L-phenylalanine ethyl ester is a substrate analogue that competes with the natural substrate, L-phenylalanine, for binding sites on the enzyme. The acetyl group of acetyl-L-phenylalanine ethyl ester reacts with the amino acid residues of L-phenylalanine to form covalent linkages. This prevents the enzyme from catalyzing reactions involving L-phenylalanine and other substrates. Acetyl-L-phenylalanine ethyl ester binds to cytochalasin B and inhibits its ability to bind to actin filaments, thus inhibiting cell growth. The high salt concentration in this experiment allows for separation of the protein from other cellular components by sephadex g-100 chromatography. Kinetic studies have been done on human serum albumin, which is a protein that can bind acetyl-L-phenylalanine ethl ester with a

Formula: C₁₃H₁₇NO₃

Purity: Min. 95%

Molecular weight: 235.28 g/mol

Ref: 3D-FA47441

Ac-Phe-OEt

CAS: 2361-96-8

Ac-Phe-OEt is a covalently conjugated bifunctional peptide that has been synthesized by linking the amino acid phenylalanine to the amino acid ethyl ester of oleic acid. Ac-Phe-OEt exhibits a high affinity for bacterial serine proteases (Km=0.1 μM) and lysine residues (Ki=4 μM). This peptide also binds to immobilized cytochalasin, which prevents the formation of amyloid fibrils. Ac-Phe-OEt can be used in enzyme catalysis as an inhibitor or competitive inhibitor, as well as being immobilized on surfaces. The kinetic data suggests that Ac-Phe-OEt competes with lysine residues for binding to bacterial serine proteases and inhibits their activity.

Formula: C₁₃H₁₇NO₃

Purity: Min. 95%

Molecular weight: 235.28 g/mol

Ref: 3D-SFE-3006