22951-94-6

Basic information

• Product Name: H-PHE-ILE-OH
• Synonyms: L-PHENYLALANYL-L-ISOLEUCINE;H-PHE-ILE-OH;PHE-ILEU
• CAS NO: 22951-94-6
• Molecular Formula: C₁₅H₂₂N₂O₃
• Molecular Weight: 278.35
• Mol File: 22951-94-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 516.2°C at 760 mmHg
• Flash Point: 266°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 1.77E-11mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: -15°C
• CAS DataBase Reference: H-PHE-ILE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-PHE-ILE-OH(22951-94-6)
• EPA Substance Registry System: H-PHE-ILE-OH(22951-94-6)

Safety Data

• Hazardous Substances Data: 22951-94-6(Hazardous Substances Data)

Usage

General Description

H-PHE-ILE-OH is a chemical compound that belongs to the group of dipeptides. The specific name refers to an amino acid sequence of phenylalanine (PHE) and isoleucine (ILE), with the OH denoting the presence of a hydroxyl group. These types of compounds are commonly used in the research of different biological processes as they are the building blocks of proteins in living organisms. The phenylalanine and isoleucine components are both essential amino acids, meaning they can't be synthesized by the body and have to be obtained through diet. They play a key role in various bodily functions including protein synthesis, promoting muscle recovery, and supporting the immune system.

InChI:InChI=1/C15H22N2O3/c1-3-10(2)13(15(19)20)17-14(18)12(16)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9,16H2,1-2H3,(H,17,18)(H,19,20)

Upstream product

• 73-32-5 L-isoleucine 
• 583-47-1 L-Phenylalanin-N-carbonsaeureanhydrid 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 69320-89-4 L-isoleucine tert-butyl ester hydrochloride 
• 1161-13-3 N-Cbz-L-Phe 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 35661-40-6 N-Fmoc L-Phe 
• 71989-23-6 Fmoc-Ile-OH 

Downstream Products

• 78031-84-2 H-D-Phe-L-Ile-OH 

Relevant articles and documents

γ-Valerolactone (GVL): An eco-friendly anchoring solvent for solid-phase peptide synthesis

Due to the hazardous nature of CH2Cl2, regulatory authorities have imposed restrictions to minimize or even stop its use. It has therefore become imperative to identify environmentally benign solvents to replace it. Here we report on a bio derived solvent, γ-valerolactone, for the incorporation of the first amino acid onto p-alkoxybenzyl alcohol resin in solid-phase peptide synthesis. Satisfactory loading values (by a spectrophotometric method) were achieved. Furthermore, racemization and dipeptide formation were also checked and found to be acceptable.

Synthesis and Analgesic Effects of N--1-oxo-2(R)-benzylpropyl>-L-isoleucyl-L-leucine, a New Potent Inhibitor of Multiple Neurotensin/Neuromedin N Degrading Enzymes

The synthesis of N--1-oxo-2(R)-benzylpropyl>-L-isoleucyl-L-leucine (JMV-390-1, 6a), a multipeptidase inhibitor based on the C-terminal sequence common to neurotensin (NT) and neuromedin N (NN), is described.This compound behaves as a full inhibitor of the major NT/NN degrading enzymes in vitro, e.g. endopeptidase 24.16, endopeptidase 24.15, endopeptidase 24.11, and leucine aminopeptidase (type IV-S), in the nanomolar range (IC50's from 30 to 60 nM).Compound 6a was found to increase endogenous recovery of NT and NN from slices of micehypothalamus depolarized with potassium.In various assays commonly used to select analgesics, e.g. hot-plate test, tail-flick test, acetic acid-induced writhing test, in mice, compound 6a proved to be potent when intracerebroventricularly (icv) injected.The analgesic effects observed were totally (hot-plate test) or largely (tail-flick test) reversed by the opioid antagonist naltrexone.Furthermore, icv injection of compound 6a (10 μg/mouse) was found to significantly potentiate the hypothermic effects of NT or NN.

Peptides 119. - Peptide Synthesis with N-Carboxy-α-amino Acid Anhydrides

On reaction of N-carboxy-α-amino acid anhydrides (NCA) with equimolar amounts of aminoacids or excess NCA in potassium borate buffer of pH 10.2 (0 deg C) considerable amounts of homooligomers and homopolymers are formed.If an excess of amino acid is used formation of the above mentioned by-products can be suppressed.The extent of homooligomerization and homopolymerization and hydrolysis occurring during the reaction of NCA under the conditions of peptide synthesis is described.