88971-40-8

Usage

Uses

Used in Medicinal Chemistry and Drug Discovery:
BOC-L-DPA(BOC)-OH is used as a building block for the development of peptide-based therapeutics and pharmaceuticals. Its protective BOC group allows for selective deprotection and functionalization of specific functional groups during peptide synthesis, making it a valuable component in the creation of novel peptide-based drugs.
Used in Organic Synthesis:
BOC-L-DPA(BOC)-OH is used as a key intermediate in the synthesis of complex organic molecules. Its versatility as an amino acid derivative makes it a useful component in the development of new chemical entities with potential applications in various industries.
Used in Peptide Chemistry:
BOC-L-DPA(BOC)-OH is used as a component in the synthesis of peptidomimetics, which are compounds that mimic the structure and function of peptides. These peptidomimetics have potential applications in the development of new drugs and therapeutic agents, particularly in the treatment of diseases that are difficult to target with traditional small molecule drugs.

Upstream product

• 515-94-6 (S)-2,3-diaminopropionic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 76387-70-7 (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid 
• 201472-68-6 Boc-Dpr(Boc)-OH*DCHA 
• 1482-97-9 (S)-2,3-diaminopropanoic acid hydrochloride 

Downstream Products

• 1050584-36-5 C₅₂H₈₆N₈O₁₄ 

Relevant academic research and scientific papers

A template-directed synthetic approach to halogen-bridged mixed-valence platinum complexes on artificial peptides in solution

A template-directed synthetic approach to halogen-bridged mixed-valence platinum complexes has been performed in organic media using, for instance, a synthetic peptide bearing two bis(ethylenediamine)-based Pt(iv) complexes with two axial bromide anionic ligands, [1a(Pt(iv)Br2(en)) 2](RSO3)4, and a [Pt(ii)(en) 2](RSO3)2 complex (R = (C12H 25OCH2)2CHO(CH2)3-). The Royal Society of Chemistry.

Tetrahydroimidazo[1,2-a]pyrazine Derivatives: Synthesis and Evaluation as Gαq-Protein Ligands

The 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine derivative BIM-46174 and its dimeric form BIM-46187 (1) are heterocyclized dipeptides that belong to the very few cell-permeable compounds known to preferentially silence Gαq proteins. To explore the chemical space of Gαq inhibitors of the BIM chemotype, a combinatorial approach was conducted towards a library of BIM molecules. This library was evaluated in a second messenger-based fluorescence assay to analyze the activity of Gαq proteins through the determination of intracellular myo-inositol 1-phosphate. Structure–activity relationships were deduced and structural requirements for biological activity obtained, which were (i) a redox reactive thiol/disulfane substructure, (ii) an N-terminal basic amino group, (iii) a cyclohexylalanine moiety, and (iv) a bicyclic skeleton. Active compounds exhibited cellular toxicity, which was investigated in detail for the prototypical inhibitor 1. This compound affects the structural cytoskeletal dynamics in a Gαq/11-independent manner.

Synthesis and nematicidal activity of piperazinedione derivatives based on the natural product Barettin

Nematodes are serious constraints of crop production worldwide. However, the traditional nematicides suffer from the side-effects, including environmental and human toxicity. Herein, more than 70 novel piperazinedione derivatives based on the natural product Barettin were synthesized and evaluated against the root-knot nematode Meloidogyne incognita (M. incognita). While most of synthesized compounds exhibited certain nematicidal activity at high concentration, the best one showed a nematicidal activity of 75% at 2.4 μmol/L.

Monovalent and bivalent fibrin-specific MRI contrast agents for detection of thrombus

Probing in contrast: Four gadolinium-DTPA moieties (DTPA = diethylenetriaminepentaacetic acid) and two fibrin-specific cyclic peptides are linked by a compact triethylenetetraamine core (see scheme) to create a highly sensitive probe for molecular MR imaging of thrombosis. The contrast agent has a high molecular relaxivity, and the dual peptide construct provides five-fold higher fibrin affinity than the monovalent analogue. This bivalent probe showed significant specific thrombus uptake in an in vivo model of thrombosis. (Figure Presented).

Relationship between Taste and Structure of O-Aminoacyl Sugars Containing Basic Amino Acids

To study the relationship between taste and structure of O-aminoacyl sugars, a number of O-aminoacyl sugars containing basic amino acids were prepared.Taste quality of O-aminoacyl sugars was dependent on the side chain length of basic amino acids that were introduced into sugars.O-Aminoacyl sugars had an excellent sodium ion diet effect that could reduce sodium ion intake to 10 percent.