53566-70-4

Basic information

• Product Name: H-TYR-TYR-TYR-OME
• Synonyms: TYR-TYR-TYR METHYL ESTER;H-TYR-TYR-TYR-OME;H-Tyr-Tyr-Tyr Methyl ester;(S)-methyl 2-((S)-2-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)-3-(4-hydroxyphenyl)propanamido)-3-(4-hydroxyphenyl)propanoate;REF DUPL: H-Tyr-Tyr-Tyr-OMe
• CAS NO: 53566-70-4
• Molecular Formula: C₂₈H₃₁N₃O₇
• Molecular Weight: 521.56
• Product Categories: Dipeptides and Tripeptides;Peptides;Tripeptides
• Mol File: 53566-70-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: H-TYR-TYR-TYR-OME(CAS DataBase Reference)
• NIST Chemistry Reference: H-TYR-TYR-TYR-OME(53566-70-4)
• EPA Substance Registry System: H-TYR-TYR-TYR-OME(53566-70-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 53566-70-4(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry Research:
H-TYR-TYR-TYR-OME is used as a research compound for studying protein structure and function, given its unique tri-tyrosine composition. This can contribute to a better understanding of the roles and interactions of tyrosine in biological systems.
Used in Pharmacology:
H-TYR-TYR-TYR-OME is utilized in the field of pharmacology for the development of new drugs. Its properties may offer insights into the creation of therapeutic agents that could target specific biological pathways or conditions.
Used in the Study of Neurotransmitters and Hormones:
Given tyrosine's role in the production of neurotransmitters and hormones, H-TYR-TYR-TYR-OME is used as a research tool to explore the mechanisms and effects of these essential biochemicals in the body.
Used in Melanin Production Research:
As tyrosine is a key component in melanin synthesis, H-TYR-TYR-TYR-OME is employed in research aimed at understanding the processes behind skin and hair pigmentation, which could have implications for treatments related to pigmentation disorders or cosmetic applications.

Upstream product

• 1080-06-4 L-Tyr-OMe 
• 27538-60-9 Boc-Tyr-Tyr-Tyr-OMe 

Relevant articles and documents

Engineered transaminopeptidase, aminolysin-S for catalysis of peptide bond formation to give linear and cyclic dipeptides by one-pot reaction

Aminopeptidase from Streptomyces thermocyaneoviolaceus NBRC14271 was engineered into transaminopeptidase and used to catalyze an aminolysis reaction to give linear and cyclic dipeptides from cost-effective substrates such as the ester derivatives of amino

A mechanistic and kinetic study of the formation of metal nanoparticles by using synthetic tyrosine-based oligopeptides

Synthetic oligopeptides containing redox-active tyrosine residues have been employed to prepare gold and silver nanoparticles. In this reduction process an electron from the tyrosinate ion of the peptide is transferred to the metal ion at basic pH through the formation of a tyrosyl radical, which is eventually converted to its dityrosine form during the reaction. This reaction mechanism was confirmed from UV-visible, fluorescence, and EPR spectroscopy and was found to be pH-dependent. Transmission electron microscopy measurement shows that the average size and the monodispersity of gold nanoparticles increase as the number of tyrosine residues in the peptide increases. The kinetic study, based on spectrophotometric measurements of the surface plasmon resonance optical property, shows that the rate of formation of gold nanoparticles was much faster at higher pH than at lower pH and was also dependent on the number of tyrosine residues present in the peptide. The dityrosine form of the peptide was found to retain reducing properties like those of tyrosine in basic medium.