94779-19-8

Basic information

• Product Name: L-Phenylalanine, N-[N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-L-phenylalanyl]-N-methyl- , methyl ester
• CAS NO: 94779-19-8
• Molecular Formula: C30H39N3O6
• Molecular Weight: 537.656
• Mol File: 94779-19-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-L-phenylalanyl]-N-methyl- , methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-L-phenylalanyl]-N-methyl- , methyl ester(94779-19-8)
• EPA Substance Registry System: L-Phenylalanine, N-[N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-L-phenylalanyl]-N-methyl- , methyl ester(94779-19-8)

Safety Data

• Hazardous Substances Data: 94779-19-8(Hazardous Substances Data)

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 94779-17-6 N-Boc-Phe-(N-Me)Phe-OMe 
• 66866-67-9 N-methyl-L-phenylalanine hydrochloride 
• 37553-65-4 Boc-N-Me-Phe-OH 

Downstream Products

• 1471519-98-8 N-Boc-Tyr-Pro-Phe-(N-Me)Phe-OMe 
• 1471520-08-7 N-Boc-Tyr-Pro-Phe-(N-Me)Phe-NH(CH₂)₂OH 
• 1471520-19-0 TFA·Tyr-Pro-Phe-(N-Me)Phe-NH(CH₂)₂OH 

Relevant articles and documents

Hybrid peptides endomophin-2/DAMGO: Design, synthesis and biological evaluation

Endomorphin-2 [Tyr-Pro-Phe-Phe-NH2] and DAMGO [Tyr-D-Ala-Gly-(N-Me)Phe-Gly-ol] are natural (EM2) and synthetic (DAMGO) opioid peptides both selective for μ opioid receptor with high analgesic activity. In this work we report synthesis, in vitro and in vivo biological evaluation of five new hybrid EM2/DAMGO analogues, with the aim to obtain compounds with high affinity at μ-opioid receptor, high activity in animal nociception tests (hot plate and tail flick) and improved enzymatic stability. Double N-methylation on both Phe residues and C-terminal ethanolamide led to analogue 6e, which possesses a good in vitro μ affinity (Kiμ = 34 nM), combined with a remarkable in vivo antinociceptive activity.