1142814-05-8

Basic information

• Product Name: N^α-methyl-Arg-Arg-Pro-Tyr-Ile-Leu
• CAS NO: 1142814-05-8
• Molecular Weight: 831.029
• Mol File: 1142814-05-8.mol

Chemical Properties

• CAS DataBase Reference: N^α-methyl-Arg-Arg-Pro-Tyr-Ile-Leu(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-methyl-Arg-Arg-Pro-Tyr-Ile-Leu(1142814-05-8)
• EPA Substance Registry System: N^α-methyl-Arg-Arg-Pro-Tyr-Ile-Leu(1142814-05-8)

Safety Data

• Hazardous Substances Data: 1142814-05-8(Hazardous Substances Data)

Upstream product

• 913733-27-4 Fmoc-N(Me)-Arg(Pbf)-OH 
• 71989-31-6 Fmoc-Pro-OH 
• 71989-23-6 Fmoc-Ile-OH 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 187618-60-6 Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine 

Relevant articles and documents

Modifications at Arg and Ile Give Neurotensin(8-13) Derivatives with High Stability and Retained NTS1 Receptor Affinity

Due to its expression in various malignant tumors, the neurotensin receptor 1 (NTS1R) has been suggested and explored as a target for tumor diagnosis and therapy. Animal model-based investigations of various radiolabeled NTS1R ligands derived from the hexapeptide neurotensin(8-13) (NT(8-13)), e.g. 68Ga- and 18F-labeled compounds for PET diagnostics, give rise to optimize such radiotracers for clinical use. As NT(8-13) is rapidly degraded in vivo; structural modifications are required in terms of increased metabolic stability. In this study, the stabilization of the peptide backbone of NT(8-13) against enzymatic degradation was systematically explored by performing an N-methyl scan, replacing Ile12 by tert-butylglycine12 (Tle12) and N-terminal acylation. N-Methylation of either arginine, Arg8, or Arg9, combined with the Ile12/Tle12 exchange, proved to be most favorable with respect to NTS1R affinity (Ki 1/2 > 48 h), a valuable result regarding the development of radiopharmaceuticals derived from NT(8-13).