71067-42-0

Basic information

• Product Name: H-ALA-PRO-OME HCL
• Synonyms: H-ALA-PRO-OME HCL;H-Ala-Pro-OMe;(S)-Methyl 1-((S)-2-aMinopropanoyl)pyrrolidine-2-carboxylate hydrochloride;L-Proline, L-alanyl-, methyl ester, hydrochloride (1:1);L-Alanyl-L-proline methyl ester hydrochloride
• CAS NO: 71067-42-0
• Molecular Formula: C₉H₁₇N₂O₃*Cl
• Molecular Weight: 236.7
• Mol File: 71067-42-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: H-ALA-PRO-OME HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-ALA-PRO-OME HCL(71067-42-0)
• EPA Substance Registry System: H-ALA-PRO-OME HCL(71067-42-0)

Safety Data

• Hazardous Substances Data: 71067-42-0(Hazardous Substances Data)

Usage

General Description

H-ALA-PRO-OME HCL is a chemical compound used in research and pharmaceutical applications. It is a modified form of the amino acid L-alanine with a protective group attached to the nitrogen atom. The "OME" in the name refers to the protecting group tert-butoxycarbonyl (Boc), which is commonly used in peptide synthesis to prevent unwanted reactions at the N-terminal amino group. The addition of the hydrochloride salt (HCL) to the compound increases its solubility, making it easier to handle and store. H-ALA-PRO-OME HCL is often used in the synthesis of peptides and as a building block for the development of new pharmaceutical compounds.

Upstream product

• 33300-71-9 (S)-methyl 1-((S)-2-((tert-butoxycarbonyl)amino)propanoyl)pyrrolidine-2-carboxylate 
• 2133-40-6 L-proline methyl ester monohydrochloride 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 

Downstream Products

• 86704-67-8 benzyloxycarbonylphenylalanylalanylproline methyl ester 
• 144647-60-9 (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester 
• 36357-32-1 (3S,8aS)-3-methylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 99572-75-5 N^α-furylacryloylphenylalanylalanylproline 
• 103972-54-9 N^α-furylacryloylphenylalanylalanylproline methyl ester 
• 103972-56-1 N^α-furylacryloyltyrosylalanylproline methyl ester 
• 109953-29-9 N-t-butoxycarbonyl-L-prolyl-L-alanyl-L-prolyl-α-aza-alanine benzyl ester 

Relevant articles and documents

Neighboring Residue Effects: Evidence for Intramolecular Assistance to Racemization or Epimerization of Dipeptide Residues

Dipeptides, their methyl esters, diketopiperazines (DKP), and N-substituted derivatives were racemized at high temperatures (approximately 120 deg C) in aqueous phosphate buffered solutions at pH values close to pH of maximum racemization (approximately 8).The racemization of the dipeptides Ala-Gly and Gly-Ala followed reversible first-order kinetics.The initial rate of racemization of DKP was very fast but soon slowed down, supposedly due to hydrolysis.The resulting rate was similar to that of the dipeptides.Esters of dipeptides followed racemization patterns similar to DKP.The racemization rate constants of the dipeptides studied were shown to be independent of the concentration of the dipeptide and the concentration of buffer.A carboxy-terminal proline residue greatly increased the rate of racemization (epimerization) of the amino-terminal residue.Increasing the basicity of the N-terminal amino acid residue increased the rate of racemization (or epimerization) of the C-terminal residue unless the C-terminal was sterically hindered as the Ile and Val.Decreasing the basicity of the N-terminal amino acid residue decreased racemization or epimerization for nonhindered C-terminal amino acids.These results support the influence of neighboring groups in the racemization or epimerization of dipeptides.DKP formation is a competing reaction allowing racemization or epimerization in dipeptides.Dipeptide racemization or epimerization is proposed to be the result of combination of intramolecular base assistance and DKP formation.