1093755-58-8

Basic information

• Product Name: Ala-D-Trp-AzaGly-Trp-D-Phe-Lys-NH₂
• CAS NO: 1093755-58-8
• Molecular Weight: 793.926
• Mol File: 1093755-58-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ala-D-Trp-AzaGly-Trp-D-Phe-Lys-NH₂(CAS DataBase Reference)
• NIST Chemistry Reference: Ala-D-Trp-AzaGly-Trp-D-Phe-Lys-NH₂(1093755-58-8)
• EPA Substance Registry System: Ala-D-Trp-AzaGly-Trp-D-Phe-Lys-NH₂(1093755-58-8)

Safety Data

• Hazardous Substances Data: 1093755-58-8(Hazardous Substances Data)

Upstream product

• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 86123-10-6 Fmoc-D-Phe-OH 
• 163619-04-3 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan 
• 143824-78-6 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester 
• 250280-35-4 1-chlorocarbonyl-2-(9H-fluoren-9-methoxycarbonylamino)-1-methylhydrazine 

Relevant articles and documents

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

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.