83436-45-7

Usage

Uses

Used in Pharmaceutical Industry:
Z-BETA-GLU(OTBU)-OH is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the formation of peptide bonds and protect reactive functional groups during the synthesis process.
Used in Agrochemical Industry:
Z-BETA-GLU(OTBU)-OH is used as a building block in the development of agrochemicals, contributing to the creation of compounds that can enhance crop protection and yield.
Used in Biomedical Industry:
Z-BETA-GLU(OTBU)-OH is used as a component in the production of biomaterials, such as those used in drug delivery systems or tissue engineering, due to its compatibility with biological systems and its ability to be selectively deprotected.
Used in Chemical Industry:
Z-BETA-GLU(OTBU)-OH is used as a reagent in organic synthesis for its capacity to participate in a range of chemical reactions, including the formation of esters, amides, and other functional groups essential in the synthesis of complex organic molecules.

Upstream product

• 41446-22-4 (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester 
• 77856-52-1 (S)-3-<(benzyloxycarbonyl)amino>-4-(methoxycarbonyl)butyric acid 
• 118248-02-5 Z-Asp(OBut)-CHN₂ 
• 5545-52-8 Z-D(tBu)-OH 
• 83436-44-6 Z-β-homo-Asp(OBut)-OMe 
• 115-11-7 isobutene 

Downstream Products

• 118247-80-6 (Benzyloxycarbonyl)-β-homo-L-aspartic acid α-pentachlorophenyl ester β-tert-butyl ester 
• 173675-05-3 3-benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester 
• 101668-62-6 {(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-3-yl}-carbamic acid benzyl ester 
• 115939-58-7 [(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-2-(2-methoxy-ethyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester 
• 115939-57-6 [(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester 
• 115939-66-7 (6S,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one 
• 115939-67-8 (3S,4S)-3-benzyloxycarbonylamino-4-(2-hydroxyethyl)-2-azetidinone 
• 83436-53-7 C₂₄H₃₉NO₄Si 
• 83436-47-9 tert-butyl (R)-3-(((benzyloxy)carbonyl)amino)hex-5-enoate 
• 118247-87-3 (tert-Butoxycarbonyl)-L-leucyl-β-homo-L-aspartyl-L-phenylalaninamide 
• 118333-47-4 Boc-Leu-β-homo-Asp(OBut)-D-Phe-NH2 
• 118247-86-2 Boc-Leu-β-homo-Asp(OBut)-NHCH2CH2C6H5 
• 118247-83-9 (Benzyloxycarbonyl)-β-homo-L-aspartyl-L-phenylalaninamide β-tert-butyl ester 
• 118247-84-0 Z-β-homo-Asp(OBut)-D-Phe-NH2 

Relevant academic research and scientific papers

N- and C-terminal modifications of negamycin

Negamycin 1 is a bactericidal antibiotic with activity against Gram-negative bacteria, and served as a template in an antibiotic discovery program. An orthogonally protected β-amino acid derivative 3a was synthesized and used in parallel synthesis of negamycin derivatives on solid support. This advanced intermediate was also used for N- and C-terminal modifications using solution-phase methodologies. The N-terminal modifications have resulted in the identification of active analogues, whereas the C-terminal modifications resulted in complete loss of antibacterial activity. The N-methyl negamycin analogue, 19a, inhibits protein synthesis (IC50=2.3 μM), has antibacterial activity (Escherichia coli, MIC=16 μg/mL), and is efficacious in an E. coli murine septicemia model (ED50=16.3 mg/kg).

Peptidyl β-homo-aspartals: Specific inhibitors of interleukin-1β converting enzyme and its homologues (caspases)

Inhibition of interleukin-1β convening enzyme (ICE), apopain, papain, thrombin and trypsin with substrate like peptidyl L- and D-α-aldehydes and their L-β-homo-aldehyde analogues was investigated. The L-β-homo-aspartals appear to be specific inhibitors fo

Synthesis of gastrin antagonists, analogues of the C-terminal tetrapeptide of gastrin, by introduction of a β-homo residue

A series of analogues of Boc-Trp-Leu-Asp-Phe-NH2, a potent gastrin agonist, were synthesized by introducing a β-homo residue in the sequence. These compounds were tested in vivo on acid secretion, in the anesthetized rat, and for their ability