38658-15-0

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-amino-6-(benzyloxy)-6-oxohexanoic acid is used as a key intermediate in the synthesis of peptide-based pharmaceuticals for its ability to form stable peptide bonds and contribute to the development of new therapeutic agents.
Used in Biochemistry Research:
In the field of biochemistry, (S)-2-amino-6-(benzyloxy)-6-oxohexanoic acid serves as a crucial component in the study of peptide and protein structures, as well as their interactions with other biomolecules.
Used in Material Science:
(S)-2-amino-6-(benzyloxy)-6-oxohexanoic acid is utilized in the development of novel materials and compounds for various industrial applications, such as the creation of biocompatible materials and the synthesis of new polymers with specific properties.
Overall, (S)-2-amino-6-(benzyloxy)-6-oxohexanoic acid plays a significant role in the fields of chemistry, biochemistry, and material science, contributing to the advancement of pharmaceuticals, research, and the development of innovative materials.

Upstream product

• 1118-90-7 L-homoglutamic acid 
• 100-51-6 benzyl alcohol 

Downstream Products

• 37051-23-3 N^α-tert-butyloxycarbonyl-L-homoglutamic acid δ-benzyl ester 
• 77302-98-8 (S)-2-[(S)-5-Benzyloxycarbonyl-2-((S)-5-benzyloxycarbonyl-2-tert-butoxycarbonylamino-pentanoylamino)-pentanoylamino]-4-methyl-pentanoic acid methyl ester 
• 1232400-96-2 Fmoc-hGlu(OBzl)-OH 

Relevant academic research and scientific papers

CASPASE INHIBITORS AND METHODS OF USE THEREOF

Provided herein are compounds of formula (I), compositions comprising the compounds and method of treating various diseases with the compounds and compositions.

2-Aminoadipic Acid-C(O)-Glutamate Based Prostate-Specific Membrane Antigen Ligands for Potential Use as Theranostics

The design and synthesis of prostate specific membrane antigen (PSMA) ligands derived from 2-aminoadipic acid, a building block that has not previously been used to construct PSMA ligands, are reported. The effects of both the linker length and of an N-substituent of our PSMA ligands were probed, and X-ray structures of five of these ligands bound to PSMA were obtained. Among the ligands disclosed herein, 13b showed the highest inhibitory activity for PSMA. As ligand 13b can readily be radiolabeled since its fluorine atom is adjacent to the nitrogen atom of its pyridine ring, the use of this and related compounds as theranostics can be pursued.

Potent and fully noncompetitive peptidomimetic inhibitor of multidrug resistance P-glycoprotein

Nα-Boc-l-Asp(OBn)-l-Lys(Z)-OtBu (reversin 121, 1), an inhibitor of the P-gp ABC transporter, was used to conceive compounds inhibiting the drug efflux occurring through the Hoechst 33342 and daunorubicin transport sites of P-gp, respectively H and R sites. Replacement of the aspartyl residue by trans-4-hydroxy-l-proline (4(R)Hyp) gave compounds 11 and 15 characterized by half-maximal inhibitory concentrations (IC50) of 0.6 and 0.2 μM, which are 2-and 7-fold lower than that of the parent molecule. The difference in IC50 between 11 and 15 rests on the carbonyl group of the peptidyl bond, reduced in 15. Those compounds are rather specific of P-gp, having no or limited activity on MRP1 and BCRP. 15 displayed no marked cytotoxicity up to 10-fold its IC50. Importantly, 15 equally inhibited the Hoechst 33342 and daunorubicin effluxes through a typical noncompetitive inhibition mechanism, suggesting its binding to a site different from the H and R drug-transport sites.

Tandem enzymatic resolution yielding L-α-aminoalkanedioic acid ω-esters

The tandem action of serine protease (α-chymotrypsin or subtilisin BPN') and Aspergillus genus aminoacylase on racemic N-acetyl-α-aminoalkanedioic acid α,ω-diester produced L-α-aminoalkanedioic acid ω-ester in good yield and high optical purity. L-α-Amino