73535-46-3

Basic information

• Product Name: N-ac-(O-benzyl)tyrosine
• Synonyms: N-ac-(O-benzyl)tyrosine
• CAS NO: 73535-46-3
• Molecular Weight: 313.353
• Mol File: 73535-46-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-ac-(O-benzyl)tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-ac-(O-benzyl)tyrosine(73535-46-3)
• EPA Substance Registry System: N-ac-(O-benzyl)tyrosine(73535-46-3)

Safety Data

• Hazardous Substances Data: 73535-46-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 100-51-6 benzyl alcohol 
• 16652-64-5 O-benzyl-S-tyrosine 
• 27513-44-6 N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester 
• 100-44-7 benzyl chloride 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 39613-68-8 N-acetyl-O-benzyl-L-tyrosine methyl ester 
• 57177-83-0 O-benzyltyrosine methyl ester 
• 537-55-3 N-acetyl-L-tyrosine 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 

Downstream Products

• 1398115-16-6 C₁₈H₂₀N₂O₄ 
• 198628-74-9 [1S-[1R*[R*(R*)]]]-2-[2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-(1-dihexylcarbamoyl-ethyl)-3-methyl-butyramide 
• 1027542-18-2 (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dipentylcarbamoyl-ethyl)-3-methyl-butyramide 
• 1027895-58-4 (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-N-((S)-1-phenethylcarbamoyl-ethyl)-butyramide 
• 1027222-52-1 (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide 

Relevant articles and documents

Design, synthesis and evaluation of novel metalloproteinase inhibitors based on l-tyrosine scaffold

A series of novel l-tyrosine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and histone deacetylase 8 (HDAC-8). The results showed that these l-tyrosine derivatives exhibited inhibitory profiles against MMP-2 and HDAC-8. The compounds 6h (IC50 = 0.013 ± 0.001 μM) and 6j (IC 50 = 0.017 ± 0.001 μM) were equal potent MMP-2 inhibitors to the positive control NNGH (IC50 = 0.014 ± 0.001 μM). As for HDAC-8 inhibition, some of the hydroxamate compounds, such as 6d (IC 50 = 3.6 ± 0.2 μM) and 6c (IC50 = 5.8 ± 0.5 μM), were equal potent to the positive control SAHA (IC50 = 1.6 ± 0.1 μM). Structure-activity relationships were also briefly discussed.

Degradation of azaglycinamido residues in model tripeptides derived from goserelin

Three model tripeptides, N-acetyl-Tyr-Pro-azaGly-NH2 (NYPaG), Tyr-Pro- azaGly-NH2 (YPaG), and Tyr-Pro-Gly-NH2(YPG), were subjected to a systematic degradation study to get information about the degradation of the azaglycinamido residue The degradation products were characterized with LC- MS. Main degradation products of NYPaG possess partially or totally eliminated azaglycinamido residues, while YPaG and YPG are exhibit cyclo(Tyr- Pro) formation, a diketopiperazine. The influence of the pH on the degradation rate constant k(obs) was investigated for NYPaG and YPaG in the pH range 0.4-11. An U-shaped profile with an inflexion around pH 9 was found for NYPaG while the degradation rate of YPaG was independent of the pH. NYPaG apparently was subject to proton-, solvent-, and hydroxyl-catalyzed degradation reactions whereas YPaG only underwent solvent-catalyzed reactions. Some influence of acetate and phosphate ions on k(obs) was found for YPaG. Arrhenius plots of NYPaG and YPaG were found to be linear. (C) 2000 Wiley-Liss, Inc.