83871-06-1

Basic information

• Product Name: Z-PHE-PRO-NH2
• Synonyms: Z-PHENYLALANINE-L-PROLINE AMIDE;Z-PHE-PRO-NH2
• CAS NO: 83871-06-1
• Molecular Formula: C₂₂H₂₅N₃O₄
• Molecular Weight: 395.45
• Mol File: 83871-06-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Z-PHE-PRO-NH2(CAS DataBase Reference)
• NIST Chemistry Reference: Z-PHE-PRO-NH2(83871-06-1)
• EPA Substance Registry System: Z-PHE-PRO-NH2(83871-06-1)

Safety Data

• Hazardous Substances Data: 83871-06-1(Hazardous Substances Data)

Usage

Description

Z-PHE-PRO-NH2, also known as Z-phenylalanyl-prolylamine, is a synthetic peptide composed of phenylalanine, proline, and ammonia. It features a Z-group protecting the N-terminal amino group and an amide group at the C-terminal end, making it a valuable tool in research and pharmaceutical development.
Used in Pharmaceutical Research:
Z-PHE-PRO-NH2 is used as a model compound for studying the binding and activity of enzymes, receptors, and other biological molecules. Its structure and properties aid in understanding the structure-activity relationships of peptides and contribute to the development of more effective drug candidates targeting specific biological processes.

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 42429-27-6 L-prolinamide hydrochloride 
• 71989-31-6 Fmoc-Pro-OH 
• 5491-18-9 (S)-N-(benzyloxycarbonyl)phenylglycine 
• 4816-89-1 Cbz-Phe-OCH₂CONH₂ 
• 7531-52-4 L-prolinamide 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 126028-14-6 2,2,2-trifluoroethyl ((benzyloxy)carbonyl)-L-phenylalaninate 
• 7669-64-9 (2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-phenylpropanoyl)tetrahydro-1H-pyrrole-2-carboxylic acid 

Downstream Products

• 83871-05-0 phenylalanylproline amide hydrochloride 
• 66759-53-3 cyclo (L-Phe-L-Pro) 
• 81500-69-8 3-chloroacetylbenzoyl-L-Phe-L-Pro-NH₂ 
• 81500-70-1 4-chloroacetylbenzoyl-L-Phe-L-Pro-NH₂ 

Relevant articles and documents

A convenient method for the one-step synthesis of phosphonic peptides

A novel and efficient method for the synthesis of peptidyl derivatives of 1-aminoalkylphosphonate diaryl esters is presented. Phosphonic peptides were obtained in one step via an amidoalkylation reaction using amides of N-protected amino acids or peptides, triphenyl phosphite, and an appropriate aldehyde.

PyOxP and PyOxB: The Oxyma-based novel family of phosphonium salts

Recent studies described the great impact of a non-benzotriazolic family of coupling reagents based on ethyl 2-cyano-2-(hydroxyimino)acetate, Oxyma, as a powerful coupling methodology for peptide synthesis. Here we present the synthesis and evaluation of the derived phosphonium salts O-[(1-cyano-2-ethoxy- 2-oxoethylidene)amino]-oxytri(pyrrolidin-1-yl) phosphonium hexafluorophosphate (PyOxP) and tetrafluoroborate (PyOxB). Both coupling reagents exhibited higher capacity to suppress racemization in various peptide models and enhanced solubility in DMF and DCM than benzotriazole-based reagents. In addition, the hexafluorophosphate analog PyOxP, combined excellent stability with outstanding efficiency in the assembly of demanding penta and decapeptides that include consecutive Aib residues. Cyclization models revealed the advantages of PyOxP, which rendered a higher percentage of cyclic material than other known potent phosphonium salts.

Potential thyroliberin affinity labels. II: Chloroacetyl substituted phenylalanyl prolineamides

Three analogs of thyroliberin (I) were prepared. These compounds, N-m-chloroacetylbenzoyl-phenylalanyl-prolineamide (VIa), N-p-chloroacetylbenzoyl-phenylalanyl-prolineamide (VIb) and N-chloroacetyl-alanyl-phenylalanyl-prolineamide (IX), were designed as potential I antagonist affinity labels. However, no significant antagonist activity was observed. Compounds VIa and IX were found to have weak agonist activity. Cyclo (Phe-Pro) an analog of the I metabolite, cyclo (His-Pro), was found, however, to have significant I antagonist activity, but no agonist activity.