947527-90-4

Upstream product

• 870-46-2 t-butoxycarbonylhydrazine 
• 947527-89-1 (S)-2-(methoxyoxalyl-amino)-3-phenylpropionic acid 

Downstream Products

• 1437308-75-2 isopropyl N-{[2-(tert-butoxycarbonyl)hydrazino](oxo)acetyl}phenylalaninate 
• 1224196-28-4 C₁₇H₂₃N₃O₆ 
• 1437308-73-0 ethyl N-{[2-(tert-butoxycarbonyl)hydrazino](oxo)acetyl}phenylalaninate 

Relevant academic research and scientific papers

Surprising behavior of NXO-peptides toward the lithium hydroxide solvolysis

An unexpected rearrangement of NXO peptides was observed during solvolysis of the methyl ester using lithium hydroxide as the base. It was found that the NXO-compounds rearranged into semioxamazide derivatives in which the ester is derived from the alcoho

NXO building blocks for backbone modification of peptides and preparation of pseudopeptides

The design and synthesis of novel building blocks for peptide modification, termed NXO, is reported. We describe the utility of these building blocks to prepare new pseudo- and oligopeptides and demonstrate the efficient assembly of modified tripeptides using both conventional liquid phase peptide synthesis and solid supported synthesis. Pertaining to the study of NXO in peptide mimicry, the structure of NXO-incorporating tripeptide β-strand mimics was investigated in the NLAlaO incorporating β-sheet model compound 13. Evidenced by spectroscopy and computation, 13 selectively adopts a β-structure in chloroform and characteristically samples the NXO-modified backbone site in the core β-sheet region. ROESY (HNMR) and molecular dynamics data suggest that when disrupting the cross-strand hydrogen-bonding pattern by switching the solvent from CDCl3 to d3-MeOH, the main conformation with peptide and NXO-peptide backbones similar to that in root mean square deviation of corresponding backbone atoms (rmsd) is preserved.

Modified amino acids

The present invention provides a compound of the general formula 1, wherein X is the connection between the CO-hydrazine and the NR1-oxalic acid or ester group, and uses and synthesis methods. These compounds represent amino acid derivatives, wherein the amine group is turned into an acidic group by the oxalic acid group and the carboxylic acid is turned into an amine functionality by the hydrazine group; as well as peptidomimetics comprising the compound and methods for their synthesis.