218943-30-7

Usage

Uses

Used in Pharmaceutical Industry:
Boc-L-beta-homoglutamic acid 6-benzyl ester is used as a starting material for peptide synthesis, playing a crucial role in the development of new drugs and therapeutic agents. Its ability to form stable peptide bonds with other amino acid residues makes it an essential component in the creation of bioactive peptides and peptidomimetics.
Used in Chemical Synthesis:
In the field of chemical synthesis, Boc-L-beta-homoglutamic acid 6-benzyl ester is used as a protected amino acid, which helps in preventing unwanted side reactions during the synthesis process. This protection allows for greater control over the reaction conditions and improves the overall yield of the desired product.
Used in Coupling Reagents:
As a coupling reagent, Boc-L-beta-homoglutamic acid 6-benzyl ester facilitates the formation of peptide bonds between amino acid residues. This property is particularly useful in the synthesis of complex peptide structures, where multiple amino acids need to be linked together in a specific sequence.
Used in Linkers and Resins:
In the context of solid-phase peptide synthesis, Boc-L-beta-homoglutamic acid 6-benzyl ester can be used as a linker or a resin, providing a stable and functional scaffold for the attachment and subsequent reaction of amino acid residues.
Used in Life Science Research:
Boc-L-beta-homoglutamic acid 6-benzyl ester is also employed in life science research as a reagent for the study of peptide structure, function, and interactions with other biomolecules. Its use in this field contributes to a better understanding of peptide-based biological processes and the development of novel therapeutic strategies.
Used in Biocatalysis:
In the field of biocatalysis, Boc-L-beta-homoglutamic acid 6-benzyl ester serves as a substrate or an inhibitor for various enzymes involved in peptide bond formation and hydrolysis. This application aids in the development of more efficient and selective biocatalytic processes for the synthesis of peptides and other biomolecules.
Used in PEGylation:
Boc-L-beta-homoglutamic acid 6-benzyl ester is utilized in the process of PEGylation, where polyethylene glycol (PEG) chains are covalently attached to proteins, peptides, or other therapeutic molecules. This modification enhances the solubility, stability, and circulation time of the biomolecule, leading to improved therapeutic properties.

InChI:InChI=1/C18H25NO6/c1-18(2,3)25-17(23)19-14(11-15(20)21)9-10-16(22)24-12-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,19,23)(H,20,21)/t14-/m0/s1

Upstream product

• 128135-31-9 4-tert-butoxycarbonylamino-6-diazo-5-oxo-hexanoic acid benzyl ester 
• 147471-66-7 (S)-4-tert-Butoxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester 
• 13574-13-5 Boc-Glu(OBzl)-OH 

Downstream Products

• 218943-32-9 (3S)-3-(tert-butoxycarbonylamino)hexanedioic acid 6-benzyl 1-(2,2,2-trichloroethyl) diester 
• 932019-47-1 3-tert-butoxycarbonylamino-hexanedioic acid 6-benzyl ester 1-(2-oxo-2-phenyl-ethyl) ester 
• 932019-51-7 3-(5-benzyloxycarbonyl-3-tert-butoxycarbonylamino-pentanoylamino)-hexanedioic acid 6-benzyl ester 1-(2-oxo-2-phenyl-ethyl) ester 
• 932019-54-0 3-(5-benzyloxycarbonyl-3-tert-butoxycarbonylamino-pentanoylamino)-hexanedioic acid 6-benzyl ester 
• 932019-56-2 3-[5-benzyloxycarbonyl-3-(5-benzyloxycarbonyl-3-tert-butoxycarbonylamino-pentanoylamino)-pentanoylamino]-hexanedioic acid 6-benzyl ester 1-tert-butyl ester 
• 218943-47-6 cyclo(β-HGlu(OBn))3 
• 147471-67-8 3-tert-butoxycarbonylamino-hexanedioic acid 6-benzyl ester 1-tert-butyl ester 
• 218943-39-6 (S)-3-[(S)-5-Benzyloxycarbonyl-3-((S)-5-benzyloxycarbonyl-3-tert-butoxycarbonylamino-pentanoylamino)-pentanoylamino]-hexanedioic acid 6-benzyl ester 1-(2,2,2-trichloro-ethyl) ester 
• 218943-38-5 (S)-3-((S)-5-Benzyloxycarbonyl-3-tert-butoxycarbonylamino-pentanoylamino)-hexanedioic acid 6-benzyl ester 1-(2,2,2-trichloro-ethyl) ester 
• 218943-41-0 (S)-5-[(R)-1-Benzyloxymethyl-2-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-4-tert-butoxycarbonylamino-pentanoic acid benzyl ester 

Relevant academic research and scientific papers

FOLDAMER HELIX BUNDLE-BASED MOLECULAR ENCAPSULATION

The present description provides compositions and methods for producing therapeutic oligomeric compounds. In another aspect the description provides methods for administering the oligomeric compounds for the treatment and prevention of disease in a mammal

QUATERNARY ASSEMBLIES OF WATER-SOLUBLE NON-PEPTIDE HELICAL FOLDAMERS, THEIR USE AND PRODUCTION THEREOF

The present description provides compositions and methods for producing therapeutic oligomeric compounds. In another aspect the description provides methods for administering the oligomeric compounds for the treatment and prevention of disease in a mammal

Continuous flow synthesis of β-amino acids from α-amino acids via Arndt-Eistert homologation

A fully continuous four step process for the preparation of β-amino acids from their corresponding α-amino acids utilizing the Arndt-Eistert homologation approach is described. the Partner Organisations 2014.

Synthesis of optically active β-amino acid N-carboxyanhydrides

(Equation presented) Methodology has been developed for the general synthesis of optically active β-amino acid N-carboxyanhydrides (β-NCAs) through cyclization of Nβ-Boc or Nβ-Cbz β-amino acids using phosphorus tribromide. The format

Linear and cyclic β3-oligopeptides with functionalised side-chains (-CH2OBn, -CO2Bn, -CH2CH2CO2Bn) derived from serine and from aspartic and glutamic acid

The natural β-amino acid derivative Boc-Asp(β-OH)-OBn, as well as Boc-β-HGlu(OBn)-OH and Boc-β-HSer(OBn)-OH (prepared from appropriately protected glutamic acid and serine, respectively, by Arndt-Eistert homologation), were employed as building blocks for the synthesis of linear (11-20) and cyclic (21-23) β-oligopeptides consisting of two to six β-amino acids [using trichloroethyl (TCE) ester groups for C-terminal protection and pentafluorophenyl-ester activation for macrocyclisation]. While the linear derivatives are soluble enough for reactions and structural investigations in solution, the cyclo-β-tri- and -hexapeptides are not (according to FT-IR measurements they form networks of hydrogen bonds, perhaps consisting of so-called nanotubes). The CD spectra of the Boc-OTCE-protected (19) and of the unprotected (20) β-hexapeptides [β-Asp(OBn)-β-HGlu(OBn)-β-HSer(OBn)]2 differ drastically, and only the unprotected form shows the familiar pattern of a negative Cotton effect between 210 and 220 nm (indicative of a 314 helix). An NMR analysis in methanol of the β-hexapeptide 20 with free termini reveals the presence of a single, central, left-handed helix turn (14-membered hydrogen-bonded ring). The results are discussed and compared with those obtained previously for analogous β-peptides carrying non-functionalised side chains.