3918-92-1

Basic information

• Product Name: H-VAL-PHE-OH
• Synonyms: L-VALYL-L-PHENYLALANINE;H-VAL-PHE-OH;VAL-PHE
• CAS NO: 3918-92-1
• Molecular Formula: C₁₄H₂₀N₂O₃
• Molecular Weight: 264.32
• Mol File: 3918-92-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 493.2 °C at 760 mmHg
• Flash Point: 252.1 °C
• Appearance: /
• Density: 1.166 g/cm³
• Vapor Pressure: 1.52E-10mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: −20°C
• CAS DataBase Reference: H-VAL-PHE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-VAL-PHE-OH(3918-92-1)
• EPA Substance Registry System: H-VAL-PHE-OH(3918-92-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3918-92-1(Hazardous Substances Data)

Usage

General Description

H-VAL-PHE-OH is a tripeptide compound consisting of three amino acids: valine, phenylalanine, and hydroxyl. Valine is a nonpolar, aliphatic amino acid that is important for protein synthesis and is involved in energy metabolism. Phenylalanine is an aromatic amino acid that plays a crucial role in the synthesis of proteins, neurotransmitters, and other important molecules in the body. The hydroxyl group is a functional group that can be found in many organic compounds and can influence the properties and activities of those compounds. H-VAL-PHE-OH is commonly used in chemical research and in the development of pharmaceuticals and biotechnology products.

InChI:InChI=1/C14H20N2O3/c1-9(2)12(15)13(17)16-11(14(18)19)8-10-6-4-3-5-7-10/h3-7,9,11-12H,8,15H2,1-2H3,(H,16,17)(H,18,19)/t11-,12-/m0/s1

Upstream product

• 85310-50-5 Cbz-L-val-L-phe-Cbz 
• 41445-88-9 Z-Val-OCO₂ⁱBu 
• 68858-20-8 Fmoc-Val-OH 
• 35661-40-6 N-Fmoc L-Phe 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 20902-47-0 N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester 
• 108334-64-1 N-tert-butyloxycarbonyl-L-valyl-L-phenylalanine 
• 13734-41-3 t-Boc-L-valine 
• 63-91-2 L-phenylalanine 
• 24601-74-9 (S)-4-isopropyloxazolidine-2,5-dione 

Downstream Products

• 10342-47-9 L-valine-L-phenylalanine methyl ester hydrochloride 
• 82985-55-5 glycyl-L-valyl-L-phenylalanine 
• 148333-43-1 N-(N-acetyl-valyl)-phenylalanine 

Relevant articles and documents

Highly Productive Continuous Flow Synthesis of Di- and Tripeptides in Water

The reaction of amino acid derived N-carboxyanhydrides (NCAs) with unprotected amino acids under carefully controlled aqueous continuous flow conditions realized the formation of a range of di- and tripeptide products in 60-85% conversion at productivities of up to 535 g·L-1h-1. This required a fundamental understanding of the physicochemical aspects of the reaction resulting in the design of a custom-made continuous stirred tank reactor (CSTR) with continuous solids addition, high shear mixing, automated pH control to avoid the use of buffer, and efficient heat removal to control the reaction at 1 ± 1 °C.

Synthesis and NMR elucidation of pentacycloundecane-derived hydroxy acid peptides as potential anti-HIV-1 agents

The synthesis and NMR elucidation of eight novel peptides incorporating the pentacycloundecane (PCU)-derived hydroxy acid are reported. The PCU cage amino acids were synthesized as racemates and the incorporation of the PCU-derived hydroxy acid with natural (S)-amino acids produced inseparable diastereomeric peptides. A series of overlapping signals from the cage and that of the peptide side chain was observed in the 1H- and 13C-NMR spectra, complicating the elucidation thereof. Two-dimensional NMR techniques proved to be a very useful tool in overcoming these difficulties. These compounds are potential HIV protease inhibitors.

The small peptide-catalyzed direct asymmetric aldol reaction in water

The asymmetric aldol reaction is a powerful method for forming carbon-carbon bonds. Small peptides with a primary amine as the catalytic residue catalyze asymmetric aqueous aldol reactions between unmodified ketones and aldehydes to furnish the corresponding aldol products with high ees. The high momodularity of the small peptides should enable the construction of several novel catalysts by combinatorial techniques for the aqueous asymmetric aldol reaction. The remarkably high difference in stereoselectivity between the peptide bond-formation was an important step towards the evaluation of asymmetric catalysis and homochilarity.