L-Aspartyl-L-phenylalanine

Base Information

• Chemical Name: L-Aspartyl-L-phenylalanine
• CAS No.: 13433-09-5
• Molecular Formula: C₁₃H₁₆N₂O₅
• Molecular Weight: 280.28
• Hs Code.: 29242990
• European Community (EC) Number: 236-557-3
• DSSTox Substance ID: DTXSID20928570
• Nikkaji Number: J27.535B
• Wikidata: Q27144148
• Metabolomics Workbench ID: 78729
• ChEMBL ID: CHEMBL170376
• Mol file: 13433-09-5.mol

Synonyms:Asp-Phe;aspartyl-phenylalanine;aspartylphenylalanine;N-L-alpha-aspartyl-L-phenylalanine

Chemical Property of L-Aspartyl-L-phenylalanine

Chemical Property:

• Vapor Pressure: 2.51E-15mmHg at 25°C
• Melting Point: 236-239 °C(lit.)
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 601.7 °C at 760 mmHg
• PKA: 3.35±0.10(Predicted)
• Flash Point: 317.7 °C
• PSA: 129.72000
• Density: 1.371 g/cm³
• LogP: 0.69170
• Storage Temp.: −20°C
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 280.10592162
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Aspartyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)C(CC(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)[C@H](CC(=O)O)N
• Uses: L-Aspartyl-L-phenylalanine is an impurity of Thiamine (T344185). Thiamine Impurity B.

Technology Process of L-Aspartyl-L-phenylalanine

There total 13 articles about L-Aspartyl-L-phenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

→ Asp-Phe-OH (3918-98-7,13433-09-5,108147-48-4,108147-49-5,130818-77-8)

Guidance literature:

Reference yield: 86.0%

aspartam trifluoroacetate → Asp-Phe-OH (3918-98-7,13433-09-5,108147-48-4,108147-49-5,130818-77-8)

Guidance literature:

With 4-methyl-morpholine;

Reference yield:

N-Benzyloxycarbonyl-(β-O-benzyl-L-asparagyl)-L-phenylalanin-benzylester (17186-36-6) → Asp-Phe-OH (3918-98-7,13433-09-5,108147-48-4,108147-49-5,130818-77-8)

Guidance literature:

With hydrogen; acetic acid; palladium;

DOI:10.1021/ja01038a046

upstream raw materials:

N-Benzyloxycarbonyl-(β-O-benzyl-L-asparagyl)-L-phenylalanin-benzylester

Asp-Phe-NH₂

L-Asp-L-Phe-OMe

L-phenylalanine methyl ester

Downstream raw materials:

L-Asp-L-Phe-OMe

L-valyl-L-aspartyl-L-phenylalanine

L-Aspartic acid

L-phenylalanine

Refernces

• 1、 Vizzavona, Jean,Villain, Matteo,Rose, Keith. "Covalent capture purification of polypeptides after SPPS via a linker removable under very mild conditions". . p. 8693 - 8696. Retrieved 2007/10/03.
• 2、 Skwierczynski,Connors. "Solvent effects on chemical processes. 8. Demethylation kinetics of aspartame in binary aqueous-organic solvents". . p. 1690 - 1696. Retrieved 2007/10/02.