74825-83-5

Basic information

• Product Name: L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-a-methyl-
• CAS NO: 74825-83-5
• Molecular Formula: C15H21NO5
• Molecular Weight: 295.335
• Mol File: 74825-83-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-a-methyl-(74825-83-5)
• EPA Substance Registry System: L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-a-methyl-(74825-83-5)

Safety Data

• Hazardous Substances Data: 74825-83-5(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 672-87-7 L-methyltyrosine 

Downstream Products

• 74392-86-2 N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanine methyl ester 
• 875151-73-8 (S)-2-(BOC-amino)-3-(4-hydroxy-phenyl)-2-methyl-N-(tetrahydro-pyran-4-yl)-propionamide 
• 875151-15-8 (S)-1-(3-fluoro-benzenesulfonyl)-piperidine-2-carboxylic acid [(S)-2-(4-cyclopentyloxyphenyl)-1-methyl-1-(tetrahydro-pyran-4-ylcarbamoyl)-ethyl]-amide 
• 875151-74-9 (S)-2-(BOC-amino)-3-(4-cyclopentoxy-phenyl)-2-methyl-N-(tetrahydro-pyran-4-yl)-propionamide 
• 875151-75-0 (S)-2-amino-3-(4-cyclopentyloxy-phenyl)-2-methyl-N-(tetrahydro-pyran-4-yl)-propionamide 
• 69612-72-2 Boc-Tyr-D-Met-Gly-OH 
• 67581-54-8 Boc Tyr D_.Met Gly Phe Leu OMe 
• 117747-82-7 Boc Tyr D_.Met Gly Phe Met NH₂ 
• 66864-05-9 Boc Tyr D_.Met Gly Phe Pro NH₂ 
• 74392-87-3 Boc Tyr D_.Ala Gly Phe Leu OMe 
• 66960-03-0 Boc Tyr D_.Ala Gly Phe Met NH₂ 
• 74392-85-1 Boc Tyr D_.Ala Gly Phe Leu NH₂ 

Relevant articles and documents

Constraining the Side Chain of C-Terminal Amino Acids in Apelin-13 Greatly Increases Affinity, Modulates Signaling, and Improves the Pharmacokinetic Profile

Side-chain-constrained amino acids are useful tools to modulate the biological properties of peptides. In this study, we applied side-chain constraints to apelin-13 (Ape13) by substituting the Pro12 and Phe13 positions, affecting the binding affinity and signaling profile on the apelin receptor (APJ). The residues 1Nal, Trp, and Aia were found to be beneficial substitutions for Pro12, and the resulting analogues displayed high affinity for APJ (Ki 0.08-0.18 nM vs Ape13 Ki 0.7 nM). Besides, constrained (d-Tic) or α,α-disubstituted residues (Dbzg; d-α-Me-Tyr(OBn)) were favorable for the Phe13 position. Compounds 47 (Pro12-Phe13 replaced by Aia-Phe, Ki 0.08 nM) and 53 (Pro12-Phe13 replaced by 1Nal-Dbzg, Ki 0.08 nM) are the most potent Ape13 analogues activating the Gα12 pathways (53, EC50 Gα12 2.8 nM vs Ape13, EC50 43 nM) known to date, displaying high affinity, resistance to ACE2 cleavage as well as improved pharmacokinetics in vitro (t1/2 5.8-7.3 h in rat plasma) and in vivo.

Novel Analogues of Enkephalin: Identification of Functional Groups Required for Biological Activity

Novel tri- and tetrapeptide analogues of enkephalin, in conjunction with earlier structure-activity data, confirm that chemical substituents present in the first and fourth residues of enkephalin are required for in vitro biological activity.A class of ar