64205-66-9

Basic information

• Product Name: BOC-LEU-PRO-OH
• Synonyms: BOC-L-LEUCYL PROLINE;BOC-LEU-PRO-OH;Boc-L-Leu-L-Pro-OH
• CAS NO: 64205-66-9
• Molecular Formula: C₁₆H₂₈N₂O₅
• Molecular Weight: 328.4
• Mol File: 64205-66-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: BOC-LEU-PRO-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-LEU-PRO-OH(64205-66-9)
• EPA Substance Registry System: BOC-LEU-PRO-OH(64205-66-9)

Safety Data

• Hazardous Substances Data: 64205-66-9(Hazardous Substances Data)

Usage

General Description

Boc-Leu-Pro-OH is a chemical compound consisting of the amino acids leucine and proline linked together by a peptide bond. The "Boc" group at the beginning of the compound stands for t-butoxycarbonyl, which is a protective group commonly used in peptide synthesis to prevent unwanted reactions at the amine group of the amino acid. The amino acid leucine is essential for protein synthesis and plays a key role in muscle protein synthesis and repair. Proline is a unique amino acid known for its rigid structure, which is important for maintaining the structure and stability of proteins. Boc-Leu-Pro-OH is often used in research and drug development as a model compound for studying peptide synthesis and protein structure-function relationships.

Upstream product

• 68624-06-6 (S)-methyl 1-((S)-2-(tert-butoxycarbonylamino)-4-methylpentanoyl)pyrrolidine-2-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 61-90-5 L-leucine 
• 147-85-3 L-proline 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 
• 17790-87-3 Boc-Leu-NHNHPh 
• 41324-66-7 H-Pro-OBzl 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 474316-93-3 Boc-Leu-Pro-NHNHPh 
• 83610-44-0 benzyl (2S)-1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoyl]pyrrolidine-2-carboxylate 
• 113317-89-8 Boc-Leu-Pro-OTce 

Downstream Products

• 67320-92-7 (S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid; compound with trifluoro-acetic acid 
• 6403-35-6 (S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 
• 681254-54-6 C₅₁H₅₈N₆O₁₀ 

Relevant articles and documents

Synthesis and anticancer activities of proline-containing cyclic peptides and their linear analogs and congeners

A solution phase method was adopted for the synthesis of proline-containing cyclic pentapeptide 2 and total synthesis of naturally occurring cyclic heptapeptide Reniochalistatin B 3. For the synthesis of 3, both divergent and convergent strategies were used to improve the overall yield from 12 to 25%. Different N and C terminal modified linear analogs and congeners of 2 and 3 were synthesized. Both cyclic peptides 2 and 3 and their linear analogs/congeners were evaluated for anti-cancer activity against HeLa cell line, among which pentapeptide 2 h and hexapeptide 3n with N-terminal protected hexafluoroisopropyl carbamates (HFIPC) interestingly showed higher cytotoxicity with an IC50 of 2.73 and 4.3 μM, respectively compared to their Boc-protected analogs 2a (IC50 20 μM) and 3c (IC50 38.51 μM) and cyclic peptides 2 (>100 μM) and 3 (47 μM). These results were further validated by biological experiments such as colony formation and wound healing assays.

A progressive synthetic strategy for class B synergimycins

Described are the syntheses of four macrocyclic peptides that are the core structure of class B synergimycins, and the synthesis of a final class B derivative. Our synthetic route to these synergimycin derivatives allows the incorporation of amino acid su

Synthesis and kinetics of oxidation of some dipeptides with anodically generated manganese(III) sulphate: Mechanistic study

Dipeptides (DP) namely phenylalanyl-proline (Phe-Pro), isoleucyl-proline (Ile-Pro), and leucyl-proline (Leu-Pro) were synthesized by classical solution method and characterized. The kinetics of oxidation of these DP by Mn(III) have been studied in the presence of sulphate ions in acidic medium at 26°C. The reaction was followed spectrophotometrically at λmax = 500 nm. A first-order dependence of rate on both [Mn(III)]0 and [DP]0 was observed. The rate is independent of the concentration of reduction product, Mn(II), and hydrogen ions. The effects of varying dielectric constant of the medium and addition of anions such as sulphate, chloride, and perchlorate were studied. The activation parameters have been evaluated using Arrhenius and Eyring plots. The oxidation products were isolated and characterized. A mechanism involving the reaction of DP with Mn(III) in the rate-limiting step is suggested.