17355-10-1

Basic information

• Product Name: H-TYR-LEU-OH
• Synonyms: TYR-LEU;H-TYR-LEU-OH;L-TYROSYL-L-LEUCINE;TYR-LEU 99% CRYSTALLINE;tyr-leucrystalline;tyrosylleucine;L-Leucine, N-L-tyrosyl-;(S)-2-((S)-2-AMino-3-(4-hydroxyphenyl)propanaMido)-4-Methylpentanoic acid
• CAS NO: 17355-10-1
• Molecular Formula: C₁₅H₂₂N₂O₄
• Molecular Weight: 294.35
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 17355-10-1.mol

Chemical Properties

• Boiling Point: 575.9°C at 760 mmHg
• Flash Point: 302.1°C
• Appearance: /
• Density: 1.218g/cm³
• Vapor Pressure: 4.2E-14mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: −20°C
• CAS DataBase Reference: H-TYR-LEU-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-TYR-LEU-OH(17355-10-1)
• EPA Substance Registry System: H-TYR-LEU-OH(17355-10-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 17355-10-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
H-TYR-LEU-OH is used as a pharmaceutical agent for its ACE inhibitory properties, which can be beneficial in the treatment of hypertension and other cardiovascular conditions.
Used in Drug Development:
H-TYR-LEU-OH is used as a lead compound in drug development for its potential therapeutic effects on various health conditions, particularly those related to the cardiovascular system.
Used in Research and Development:
H-TYR-LEU-OH is used as a research tool in the study of peptide chemistry, protein structure, and the development of new therapeutic agents with ACE inhibitory properties.

InChI:InChI=1/C15H22N2O4/c1-9(2)7-13(15(20)21)17-14(19)12(16)8-10-3-5-11(18)6-4-10/h3-6,9,12-13,18H,7-8,16H2,1-2H3,(H,17,19)(H,20,21)

Upstream product

• 35971-70-1 (S)-2-[(S)-2-benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-4-methyl pentanoic acid 

Relevant articles and documents

Synthesis of d,l-amino acid derivatives bearing a thiol at the β-position and their enzymatic optical resolution

Amino acids bearing a thiol group at the β-position are useful for native chemical ligation. Phenylalanine and tyrosine derivatives bearing a thiol group at the β-position were synthesized. Racemic phenylalanine and tyrosine were selected as starting materials and were introduced a bromo atom at the β-position by photoreaction. Subsequent substitution reaction of the bromo atom with p-methoxybenzylmercaptan yielded the corresponding amino acids bearing a thiol group at the β-position. Enzymatic optical resolution using l-aminoacylase and subsequent chemical conversion gave the corresponding optically pure l- and d-phenylalanine and tyrosine derivatives bearing a thiol group at the β-position.

DPP4 INHIBITOR AND PHARMACEUTICAL APPLICATION THEREOF

The present invention provides a Dpp4 inhibitor which comprises a leucine derivative of the following formula (1) or a methionine derivative of the following formula (2): wherein each R1 and R3 represents a hydrogen atom (H) and an L-amino acid residue; R2 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline, alanine and phenylalanine) residue or L-amino-acid amide (except for proline amide, alanine amide and phenylalanine amide) residue; and R4 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline and alanine) residue or L-amino-acid amide (except for proline amide and alanine amide) residue. These derivatives also act as autophagy regulators.

Potentiometric and Spectrophotometric Study of the Co-ordiantion Compounds formed between Cooper(II) and Dipeptides containing Tyrosine

Co-ordiantion compounds formed between L-tyrosylglycine (H2L), L-tyrosyl-L-leucine, L-tyrosyl-D-leucine, glycyltyrosine, L-leucyl-L-tyrosine, and L-tyrosineamide a H+ and Cu2+ have been studied potentiometrically at 25 deg C and l=0.10 mol dm-3 (K(NO3)).In addition to the expected complex compounds (Cu(HL))+, (CuL), (Cu(H-1L))-, and (Cu(H-2L))2-, and (Cu(HL2))-, a binuclear complex, ((Cu(H-1L))2)2-, was found to form in the pH region 8-10.5 with tyrosylglycine and tyrosyl-D/L-leucine (giving a green solution) but was absent when tyrosine was the terminal carboxyl of the dipeptide.Spectrophotometric titrations showed this dimer to involve cooper(II)-phenolate oxygen bonding.A structure for the dimer is described which explains the absence of a comparable dimer with glycyl- and leucyl-tyrosine, and the stereoselectivity found with the tyrosyl-D/L-leucine diastereomers.