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Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
N-Cbz-S-4-Hydroxyphenylglycine is used as a chiral building block for the synthesis of pharmaceuticals and agrochemicals, due to its ability to impart specific stereochemistry to the final products, which is crucial for their biological activity and selectivity.
Used in Drug Discovery and Development:
N-Cbz-S-4-Hydroxyphenylglycine is used as a valuable tool in drug discovery and development, owing to its selective binding to specific receptors and enzymes, which aids in the identification of potential therapeutic agents.
Used in the Treatment of Diseases:
N-Cbz-S-4-Hydroxyphenylglycine has potential therapeutic applications in the treatment of various diseases, including cancer and metabolic disorders, due to its ability to selectively target and modulate the activity of specific biological targets.
Used in Biological Research:
N-Cbz-S-4-Hydroxyphenylglycine is used in the production of peptides and peptidomimetics for biological research, providing a versatile platform for the study of protein-protein interactions and the development of novel bioactive molecules.
Used in Peptide and Peptidomimetic Synthesis:
N-Cbz-S-4-Hydroxyphenylglycine is used as a key component in the synthesis of peptides and peptidomimetics for pharmaceutical applications, enabling the creation of molecules with specific biological activities and improved pharmacokinetic properties.

Upstream product

• 32462-30-9 (S)-hydroxyphenylglycine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 190908-90-8 N-benzyloxycarbonyl-L-(p-hydroxyphenyl)glycine-N-methylamide 
• 1352788-57-8 Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH 
• 1352788-64-7 Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)-L-Phg-OH 
• 1363913-43-2 C₁₆H₂₁N₃O₄ 
• 1352788-63-6 Bn₂-4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)-L-Phg-OBn 
• 1352788-58-9 Bn₂-4-dihydroxyborane-L-Phg-OBn 
• 1352788-62-5 Bn₂-4-pinacolboryl-L-Phg-OBn 
• 1352788-61-4 Bn₂-L-Hpg(Tf)-OBn 
• 1352788-60-3 Cbz-L-Hpg(Tf)-OBn 
• 1352788-59-0 Cbz-L-Hpg-OBn 
• 136057-28-8 (R)-4-{3-[4-((R)-2-[(R)-2-Benzyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-2-{[(S)-tert-butoxycarbonyl-(4-tert-butoxy-phenyl)-methyl]-carbamoyl}-ethyl)-phenoxy]-phenyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136057-27-7 (R)-4-{3-[4-((R)-2-Azido-2-{[(S)-tert-butoxycarbonyl-(4-tert-butoxy-phenyl)-methyl]-carbamoyl}-ethyl)-phenoxy]-phenyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136057-26-6 (S)-4-tert-butoxyphenylglycine tert-butyl ester hydrochloride 
• 168158-23-4 (R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide 

Relevant academic research and scientific papers

TOPP: A novel nitroxide-labeled amino acid for EPR distance measurements

A new tool: The amino acid 4-(3,3,5,5-tetramethyl-2,6-dioxo-4- oxylpiperazin-1-yl)-L-phenylglycine (TOPP), which has a rigid nitroxide spin label, can be used for EPR-based distance measurements in peptides. The key feature of the design is the defined orientation of the nitroxide in space with respect to the peptide backbone. EPR measurements provide evidence for the low conformational flexibility of the TOPP label. Copyright

Relaxing substrate specificity in antibody-catalyzed reactions: Enantioselective hydrolysis of N-Cbz-amino acid esters

For a catalytic antibody to be generally useful for organic synthetic chemistry, it must be able to accept a broad range of substrates, yet retain high selectivity. In this work, we propose a hapten design to endow antibody catalysts with two opposing qualities, such as high enantioselectivity and broad substrate specificity. Racemic hapten 2 induced two separate classes of catalytic antibodies to hydrolyze either the L- or D-isomers of N-Cbz-amino acid esters 1. In the kinetic resolution of racemic ester 9, antibodies 7G12 and 3G2 gave 96% ee of L-10 and 94% ee of D-10, respectively. In addition, antibody 7G12 displayed broad substrate specificity, hydrolyzing the L-esters of Ala (1a), Leu (1b), Norleu (1c), Met (1d), Phe (1e), Val (1f), and phenylglycine (1g) with high enantioselectivity. Antibody 3G2 also hydrolyzed the D-isomers of these esters without sacrificing the enantioselectivity. This observation suggests that the use of haptens that fit snugly into the antigen-combining site, and leave the linker moiety outside, is an effective approach for the generation of catalytic antibodies with high selectivity and broad substrate applicability.

An Approach to a Synthetic Carboxylate-binding Pocket Based on β-Avoparcin

An approach to a macrocyclic lactam designed to bind to a carboxylate anion is described.The diaryl ether 8 was synthesised by Ullmann coupling of the protected 3-hydroxyphenylglycine derivative 7 and (E)-4-bromocinnamic acid methyl ester.Elaboration of an optically pure (R)-tyrosine synthon was achieved by transfer of electrophilic azide to the N-acyl oxazolidinone 12.The synthesis of a model system is also described.