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

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

Uses

Used in Biochemical Research:
Leucyl-leucine-methyl ester is used as a protective group in peptide synthesis for its ability to facilitate the formation of peptide bonds and its compatibility with various chemical reactions, enhancing the efficiency and control of peptide synthesis processes.
Used in Pharmaceutical Industry:
Leucyl-leucine-methyl ester is used as a key component in the synthesis of complex peptides and proteins, which are essential for the development of new drugs and therapeutic agents. Its stability and solubility in organic solvents make it suitable for use in the production of pharmaceutical compounds.
Used in Peptide Chemistry:
Leucyl-leucine-methyl ester is used as a reagent in peptide chemistry for its role in the controlled synthesis of peptides, allowing for the creation of specific sequences and structures that are important in various applications, including diagnostics, therapeutics, and research.

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

• 168026-84-4 trans-2-hydroxy-4-methoxycinnamoyl L-leucyl-L-leucine methyl ester 
• 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 

Downstream Products

• 103607-36-9 Z(OMe)-Gly-Leu-Leu-OMe 
• 95878-41-4 Z(OMe)-His-Leu-Leu-OMe 
• 103527-54-4 Z(OMe)-Tyr-Leu-Leu-OMe 
• 120075-63-0 (S)-2-[(S)-2-(5-Benzyloxy-6-methoxy-quinazolin-4-ylamino)-4-methyl-pentanoylamino]-4-methyl-pentanoic acid methyl ester 
• 108680-47-3 Boc-Trp(Mts)-Leu-Leu-OMe 
• 952-43-2 (3S,6S)-3,6-diisobutylpiperazine-2,5-dione 
• 158011-03-1 Z-Thr-Leu-Leu-Leu-OMe 
• 213480-45-6 (S)-2-{(S)-2-[(R)-2-Benzylamino-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-acetylamino]-4-methyl-pentanoylamino}-4-methyl-pentanoic acid methyl ester 
• 15136-13-7 N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester 
• 168026-86-6 2-(triphenylphosphoranylidene)acetyl L-leucyl-L-leucine methyl ester 
• 168026-84-4 trans-2-hydroxy-4-methoxycinnamoyl L-leucyl-L-leucine methyl ester 
• 158011-22-4 Z-Leu-Ser-Ser-Leu-Leu-hydrazide 
• 158011-13-3 Z-Leu-Ser-Ser-Leu-Leu-Ser-Leu-OMe 
• 92265-13-9 Z(OMe)-His-Leu-Leu-NHNH₂ 

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.

Design, synthesis, photochemical properties and cytotoxic activities of water-Soluble caged L-Leucyl-L-leucine methyl esters that control apoptosis of immune cells

L-Leucyl-L-leucine methyl esters (LeuLeuOMe) is a lysosomotropic agent that induces apoptosis of certain immune cells. Glucose-carrying 2-nitrobenzyl (2-NB) and 2-nitrophenethyl (2-NPE) caged LeuLeuOMe, 1a and b, were synthesized and their photochemical a

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.