13022-42-9

Basic information

• Product Name: leucyl-leucine-methyl ester
• Synonyms: leucyl-leucine-methyl ester
• CAS NO: 13022-42-9
• Molecular Formula: C₁₃H₂₆N₂O₃
• Molecular Weight: 0
• Mol File: 13022-42-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 386.5°Cat760mmHg
• Flash Point: 187.6°C
• Appearance: /
• Density: 1.005g/cm³
• Vapor Pressure: 3.52E-06mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: leucyl-leucine-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: leucyl-leucine-methyl ester(13022-42-9)
• EPA Substance Registry System: leucyl-leucine-methyl ester(13022-42-9)

Safety Data

• Hazardous Substances Data: 13022-42-9(Hazardous Substances Data)

Usage

General Description

Leucyl-leucine-methyl ester is a compound composed of leucine and methyl ester, and is commonly used as a protective group in peptide synthesis. It is a white solid that is soluble in organic solvents. Leucyl-leucine-methyl ester plays a crucial role in the formation of peptide bonds and is often utilized in the production of complex peptides and proteins. It is known for its stability and compatibility with a variety of chemical reactions, making it a valuable tool in the field of biochemical research. Overall, leucyl-leucine-methyl ester is an important compound in peptide chemistry, providing a reliable method for manipulating and controlling peptide synthesis processes.

InChI:InChI=1/C13H26N2O3/c1-4-6-8-10(14)12(16)15-11(9-7-5-2)13(17)18-3/h10-11H,4-9,14H2,1-3H3,(H,15,16)/t10-,11-/m0/s1

Upstream product

• 67-56-1 methanol 
• 61-90-5 L-leucine 
• 190389-45-8 5-O-(β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl L-leucyl-L-leucine methyl ester 
• 418759-54-3 1-[5-O-(β-D-glucopyranosyl)-2-nitrophenyl]ethoxycarbonyl L-leucyl-L-leucine methyl ester 
• 168026-84-4 trans-2-hydroxy-4-methoxycinnamoyl L-leucyl-L-leucine methyl ester 

Downstream Products

• 15136-13-7 N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester 
• 1032171-35-9 C₅₃H₈₀N₂O₉S 
• 4144-12-1 methyl tosyl-L-leucyl-L-leucinate 

Relevant articles and documents

Mechanism study on the oligomerization of amino acids into peptides by phosphorus trichloride

As treated by phosphorus trichloride, amino acids could oligomerize into polypeptides. Based on the results obtained by 31P-NMR and ESI-MS/MS, a possible reaction mechanism was proposed. The mechanism might undergo a penta-coordinated phosphorus intermediat. The activated amino acid was a five-membered cyclic penta-coordinated phosphorus intermediate. The nucleophilic attack of the amino group from an amino acid or peptide on the carbonyl group of intermediate led to the formation of peptide and released one equivalent dichloride phosphoric acid. The repetition of the reaction sequence generated a series of oligopeptides. Copyright Taylor & Francis Group, LLC.

Synthesis, photoreactivity and cytotoxic activity of caged compounds of L-leucyl-L-leucine methyl ester, an apoptosis inducer

L-Leucyl-L-leucine methyl ester (Leu-Leu-OMe), an apoptosis inducer in natural killer cells and macrophages, was caged with trans-o-hydroxycinnamoyl (3a-d), trans-o-mercaptocinnamoyl (4) and o-nitrobenzyl derivatives (5a, b), and the photochemical reactivity of these derivatives in phosphate-buffered saline containing 1% dimethyl sulfoxide and their immunological properties were studied. All of the derivatives exhibited absorption at wavelengths longer than the UVB region. Although 3a-d and 4 were expected to isomerize to a cis isomer, which then cyclizes intramolecularly to give LeuLeu-OMe and a coumarin derivative, cyclization efficiency was not satisfactory except for 3a. However, 3a itself caused necrosis (cell swelling) of U937 cells (a myeloid cell line). In contrast, 5a and b released Leu-Leu-OMe quickly and efficiently and did not affect U937 cells. Although irradiated 5b induced necrosis, irradiated 3a and 5a induced apoptosis in these cells, as evidenced by a decrease in cell size.