222854-34-4Relevant articles and documents
Microwave-assisted solid-phase aza-peptide synthesis: Aza scan of a PKB/Akt inhibitor using aza-arginine and aza-proline precursors
Freeman, Noam S.,Tal-Gan, Yftah,Klein, Shoshana,Levitzki, Alexander,Gilon, Chaim
, p. 3078 - 3085 (2011)
Aza-peptides are peptidomimetics in which one or more of the α-carbons, bearing the side-chain residues, has been replaced by a nitrogen. These peptidomimetics have been shown to be promising for the generation of drug leads and for structure-activity rel
Azapeptides as CD36 binding compounds
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Page/Page column 48, (2015/09/23)
An azapeptide compound of Formula I: A-(Xaa)a-N(RA)—N(RB)—C(O)-(Xaa′)b-B??I.
Azapeptide analogues of the growth hormone releasing peptide 6 as cluster of differentiation 36 receptor ligands with reduced affinity for the growth hormone secretagogue receptor 1a
Proulx, Caroline,Picard, émilie,Boeglin, Damien,Pohankova, Petra,Chemtob, Sylvain,Ong, Huy,Lubell, William D.
experimental part, p. 6502 - 6511 (2012/10/08)
The synthetic hexapeptide growth hormone releasing peptide-6 (GHRP-6) exhibits dual affinity for the growth hormone secretagogue receptor 1a (GHS-R1a) and the cluster of differentiation 36 (CD36) receptor. Azapeptide GHRP-6 analogues have been synthesized, exhibiting micromolar affinity to the CD36 receptor with reduced affinity toward the GHS-R1a. A combinatorial split-and-mix approach furnished aza-GHRP-6 leads, which were further examined by alanine scanning. Incorporation of an aza-amino acid residue respectively at the d-Trp2, Ala3, or Trp4 position gave aza-GHRP-6 analogues with reduced affinity toward the GHS-R1a by at least a factor of 100 and in certain cases retained affinity for the CD36 receptor. In the latter cases, the d-Trp2 residue proved important for CD36 receptor affinity; however, His1 could be replaced by Ala1 without considerable loss of binding. In a microvascular sprouting assay using a choroid explant, [azaTyr4]-GHRP-6 (15), [Ala1, azaPhe 2]-GHRP-6 (16), and [azaLeu3, Ala6]-GHRP-6 (33) all exhibited antiangiogenic activity.
Azapeptide acids as cell adhesion inhibitors
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, (2008/06/13)
Azapeptide acids of Formula I are antagonists of VLA-4 and/or alpha 4 beta 7, and as such are useful in the inhibition or prevention of cell adhesion and cell-adhesion mediated pathologies. These compounds may be formulated into pharmaceutical composition