28047-05-4

Basic information

• Product Name: AC-TYR(ME)-OH
• Synonyms: AC-PHE(4-OME)-OH;AC-TYR(ME)-OH;ACETYL-O-METHYL-L-TYROSINE;N-O-di-methyl-L-tyrosine;L-TYROSINE, N-ACETYL-O-METHYL-;(S)-2-acetamido-3-(4-methoxyphenyl)propanoic acid;N-Ac-Tyr(Me)-OH;REF DUPL: N-Ac-Tyr(Me)-OH
• CAS NO: 28047-05-4
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.25
• Mol File: 28047-05-4.mol

Chemical Properties

• Melting Point: 150-151 °C
• Boiling Point: 487.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.206±0.06 g/cm3(Predicted)
• PKA: 3.17±0.10(Predicted)
• CAS DataBase Reference: AC-TYR(ME)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-TYR(ME)-OH(28047-05-4)
• EPA Substance Registry System: AC-TYR(ME)-OH(28047-05-4)

Safety Data

• Hazardous Substances Data: 28047-05-4(Hazardous Substances Data)

Usage

Uses

Used in Biochemical Research:
AC-TYR(ME)-OH is used as a research tool for studying the effects of acetylation and methylation on protein function and structure. Its unique properties allow scientists to investigate the role of post-translational modifications in various biological processes.
Used in Molecular Biology:
AC-TYR(ME)-OH is used as a reagent in molecular biology experiments to explore gene expression and enzymatic activity. Its distinct properties enable researchers to gain insights into the regulation of these processes and their implications in various biological systems.
Used in Pharmaceutical Development:
AC-TYR(ME)-OH is used as a potential therapeutic agent in drug discovery and development. Its unique chemical properties may offer new avenues for the treatment of various diseases by modulating protein function and activity.
Used in Diagnostic Applications:
AC-TYR(ME)-OH can be employed as a diagnostic marker in clinical settings. Its presence or levels in biological samples may provide valuable information about the status of certain diseases or conditions, aiding in their detection and monitoring.
Used in Food and Nutritional Science:
AC-TYR(ME)-OH may have applications in the food and nutritional industry, where it could be used to study the effects of tyrosine derivatives on food quality, taste, and nutritional value.
Used in Cosmetics and Personal Care:
AC-TYR(ME)-OH could be utilized in the development of cosmetics and personal care products, where its unique properties may contribute to improved product performance, such as enhanced skin hydration or protection.

Upstream product

• 17355-24-7 (S)-N-acetyl-3-(4-methoxyphenyl)alanine methyl ester 
• 68280-85-3 2-acetamido-3-(4-methoxyphenyl)-2-propenoic acid 
• 71198-72-6 4-[(4-methoxyphenyl)methylene]-2-methyl-5(4H)-oxazolone 
• 73549-09-4 (Z)-2-acetamido-3-(4-methoxyphenyl)-2-propenoic acid 
• 6230-11-1 O-Methyltyrosine 
• 108-24-7 acetic anhydride 
• 123-11-5 4-methoxy-benzaldehyde 
• 556-02-5 ?Tyr 
• 67-56-1 methanol 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 60-18-4 L-tyrosine 

Downstream Products

• 17355-24-7 (S)-N-acetyl-3-(4-methoxyphenyl)alanine methyl ester 
• 1570061-42-5 Ac-L-Tyr(Me)-L-Ala-NH₂ 
• 1570061-44-7 Ac-L-Tyr(Me)-D-Ala-NH₂ 
• 1570061-28-7 Ac-L-Tyr(Me)-L-Ala-OH 
• 1570061-31-2 Ac-L-Tyr(Me)-D-Ala-OH 
• 1570061-37-8 Ac-L-Tyr(Me)-D-Val-OH 
• 1570061-38-9 Ac-L-Tyr(Me)-D-Leu-OH 
• 1570061-55-0 Ac-L-Tyr(Me)-D-Ala-Gly-NH₂ 
• 1570061-54-9 Ac-L-Tyr(Me)-L-Ala-Gly-NH₂ 
• 1570061-47-0 C₁₈H₂₅N₃O₆ 
• 1570061-50-5 C₂₁H₃₀N₄O₇ 
• 1570061-52-7 C₂₄H₃₅N₅O₈ 
• 1570061-34-5 Ac-L-Tyr(Me)-L-Val-OH 
• 1570061-36-7 Ac-L-Tyr(Me)-L-Leu-OH 

Relevant articles and documents

Mixed Anhydride Intermediates in the Reaction of 5(4H)-Oxazolones with Phosphate Esters and Nucleotides

5(4H)-Oxazolones can be formed through the activation of acylated α-amino acids or of peptide C termini. They constitute potentially activated intermediates in the abiotic chemistry of peptides that preceded the origin of life or early stages of biology and are capable of yielding mixed carboxylic-phosphoric anhydrides upon reaction with phosphate esters and nucleotides. Here, we present the results of a study aimed at investigating the chemistry that can be built through this interaction. As a matter of fact, the formation of mixed anhydrides with mononucleotides and nucleic acid models is shown to take place at positions involving a mono-substituted phosphate group at the 3’- or 5’-terminus but not at the internal phosphodiester linkages. In addition to the formation of mixed anhydrides, the subsequent intramolecular acyl or phosphoryl transfers taking place at the 3’-terminus are considered to be particularly relevant to the common prebiotic chemistry of α-amino acids and nucleotides.

Photophysical Properties of Tyrosine and Its Simple Derivatives Studied by Time-Resolved Fluorescence Spectroscopy, Global Analysis, and Theoretical Calculations

The photophysical properties of tyrosine and its derivatives with free and blocked functional groups in water were studied by steady-state and time-resolved fluorescence spectroscopy and global analysis. Tyrosine fluorescence intensity decays in water at

Diastereoselectivity in prebiotically relevant 5(4H)-oxazolone-mediated peptide couplings

A stereochemical study of a potentially prebiotic peptide-forming reaction was carried out as the first part of a systems chemistry investigation of potential paths for symmetry breaking. Substantial diastereomeric excesses result from a fast epimerization of the 5(4H)-oxazolone intermediate in aqueous solution. The Royal Society of Chemistry.

Asymmetric synthesis of unnatural amino acids and tamsulosin chiral intermediate

An efficient and enantioselective hydrogenation of N-acetylamino phenyl acrylic acids was successfully developed by using ruthenium catalyst. This methodology is important in the field of pharmaceuticals and provides a new process for the preparation of unnatural amino acids and tamsulosin chiral intermediate.

Synthesis and application of peripherally alkyl-functionalized dendritic pyrphos ligands: Homogeneous-supported catalysts for enantioselective hydrogenation

A new series of dendritic ligands with a chiral diphosphine located at the focal point have been synthesized through coupling of (R,R)-3,4-bis(biphenylphosphino)pyrrolidine (pyrphos) with peripherally alkyl-functionalized benzoic acid dendrons. These ligands were employed in the Rh-catalyzed asymmetric hydrogenation of prochiral dehydroamino acids, exhibiting excellent catalytic activities and enantioselectivities. The second-generation dendritic catalyst could be recovered by simple liquid-liquid biphasic separation and reused four times without serious loss of its activity and selectivity.

Synthesis of a novel spiro bisphosphinite ligand and its application in Rh-catalyzed asymmetric hydrogenation

A novel, chiral bisphosphinite ligand (R)-SpiroBIP has been synthesized. The rhodium complex of the ligand was found to be highly enantioselective in the asymmetric hydrogenation of α-dehydroamino acid derivatives.

Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation

Chiral diphosphine ligands analogous to bdpp have been synthesized and tested in order to study the effect of the electronic nature of the ligands in Rh-catalyzed asymmetric hydrogenation of some prochiral olefins. The results are compared with those obtained with the analogous unsubstituted ligand (bdpp). The rhodium-catalyzed asymmetric hydrogenation of olefins was influenced by ligand-based electronic effects, as well as substrate based ones. Excellent ee's (up to 98.3%) have been obtained in the rhodium-catalyzed hydrogenation of (Z)-α-acetamidocinnamic acids and esters.

ASYMMETRIC SYNTHESIS CATALYZED BY TRANSITION METAL COMPLEXES WITH CYCLIC CHIRAL PHOSPHINE LIGANDS

The present invention relates to rigid chiral ligands usefull in making catalysts for asymmetric synthesis. More particularly, the present invention relates to new monodentate and bidentate cyclic chiral phosphine ligands which are formed into catalysts to provide high selectivity of the enantiomeric structure of the end-product.

Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes

Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.

Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes

Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.