1111765-75-3Relevant articles and documents
One-Pot Synthesis of Protected Benzylhydrazines from Acetals
Mastitski, Anton,Niinepuu, Siret,Haljasorg, T?iv,J?rv, Jaak
, p. 416 - 423 (2018/10/25)
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Cyclic aza-peptide integrin ligand synthesis and biological activity
Spiegel, Jochen,Mas-Moruno, Carlos,Kessler, Horst,Lubell, William D.
experimental part, p. 5271 - 5278 (2012/09/25)
Aza-peptides are obtained by replacement of the α-C-atom of one or more amino acids by a nitrogen atom in a peptide sequence. Introduction of aza-residues into peptide sequences may result in unique structural and pharmacological properties, such that aza-scanning may be used to probe structure-activity relationships. In this study, a general approach for the synthesis of cyclic aza-peptides was developed by modification of strategies for linear aza-peptide synthesis and applied in the preparation of cyclic aza-pentapeptides containing the RGD (Arg-Gly-Asp) sequence. Aza-amino acid scanning was performed on the cyclic RGD-peptide Cilengitide, cyclo[R-G-D-f-N(Me)V] 1, and its parent peptide cyclo(R-G-D-f-V) 2, potent antagonists of the αvβ3, αvβ5, and α5β1 integrin receptors, which play important roles in human tumor metastasis and tumor-induced angiogenesis. Although incorporation of the aza-residues resulted generally in a loss of binding affinity, cyclic aza-peptides containing aza-glycine retained nanomolar activity toward the αvβ3 receptor.
Solvent-free synthesis of hydrazones and their subsequent N-alkylation in a Ball-mill
Nun, Pierrick,Martin, Charlotte,Martinez, Jean,Lamaty, Frédéric
, p. 8187 - 8194 (2011/10/31)
A large variety of Boc-, Bz-, Ts-, and Fmoc- protected hydrazones were prepared via condensation of an equimolar amount of carbonyl-compound and the corresponding hydrazine using a ball-mill. Hydrazones were always obtained in a quantitative yield and no solvents were used at any step. In a second step, we realized the first solvent-free N-allylation and N-benzylation of these hydrazones.