3989-97-7

Basic information

• Product Name: H-VAL-LEU-OH
• Synonyms: VAL-LEU;H-VAL-LEU-OH;L-VALYL-L-LEUCINE;N-L-valyl-L-leucine;valylleucine;L-Val-L-Leu-OH;Val-Leu-OH;(2S)-2-[[(2R)-2-amino-3-methylbutanoyl]amino]-4-methylpentanoic acid
• CAS NO: 3989-97-7
• Molecular Formula: C₁₁H₂₂N₂O₃
• Molecular Weight: 230.3
• EINECS: 223-634-1
• Mol File: 3989-97-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 421.9°C at 760 mmHg
• Flash Point: 209°C
• Appearance: /
• Density: 1.066g/cm³
• Vapor Pressure: 2.66E-08mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: H-VAL-LEU-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-VAL-LEU-OH(3989-97-7)
• EPA Substance Registry System: H-VAL-LEU-OH(3989-97-7)

Safety Data

• Hazardous Substances Data: 3989-97-7(Hazardous Substances Data)

Usage

Definition

ChEBI: A dipeptide formed from L-valine and L-leucine residues.

InChI:InChI=1/C11H22N2O3/c1-6(2)5-8(11(15)16)13-10(14)9(12)7(3)4/h6-9H,5,12H2,1-4H3,(H,13,14)(H,15,16)/t8-,9-/m0/s1

Upstream product

• 126147-70-4 (2S)-3-Methyl-2-(phenoxycarbonyl)aminobutyric acid 
• 24601-74-9 (S)-4-isopropyloxazolidine-2,5-dione 
• 1738-77-8 L-leucine benzyl ester p-toluenesulfonate 
• 17708-79-1 (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-4-methylpentanoic acid 
• 136554-62-6 Val-Leu-OBenzyl 
• 95303-77-8 Z-Val-Leu-OBzl 

Downstream Products

• 76264-12-5 N-benzyloxycarbonyl-L-alanyl-L-valyl-L-leucine 
• 911034-11-2 (S)-4-[N-(benzyloxycarbonyl)-L-alanyl-L-valyl-L-leucyl]amino-6,6,6-trifluoro-5-oxohexanoic acid 
• 130532-50-2 methoxybenzyloxycarbonyl-Thr-Val-Leu 

Relevant articles and documents

DPP4 INHIBITOR AND PHARMACEUTICAL APPLICATION THEREOF

The present invention provides a Dpp4 inhibitor which comprises a leucine derivative of the following formula (1) or a methionine derivative of the following formula (2): wherein each R1 and R3 represents a hydrogen atom (H) and an L-amino acid residue; R2 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline, alanine and phenylalanine) residue or L-amino-acid amide (except for proline amide, alanine amide and phenylalanine amide) residue; and R4 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline and alanine) residue or L-amino-acid amide (except for proline amide and alanine amide) residue. These derivatives also act as autophagy regulators.

The Steric Hindrance of the Stepwise Reaction of N-Carboxy α-Amino Acid Anhydride with the α-Amino Acid Ester

The mechanisms of the reactions of 4-alkyloxazolidinediones (1) (N-carboxy α-amino acid anhydrides(NCAs)) with α-amino acid benzyl ester p-toluenesulfonates (2) were investigated in acetonitrile containing triethylamine at low and room temperatures.Two types of reactions were observed: (1) the polymerization of NCAs was initiated with a small amount of 2 to produce polypeptides (6), and (2) the dipeptide benzyl esters (4) were produced by the stepwise reaction of NCAs with the esters.Both the polymerization and the dipeptide formation (1+2) seemed to be initiated by the nucleophilic attack of the amino group of the ester on the C-5 carbon of NCAs.The polymerization proceeded when the side chains of the amino acid esters (R2) were more bulky than those of the NCAs (R1).On the contrary, dipeptide esters were produced when the side chains of the NCAs (R1) were more bulky than those of the esters (R2).