Methionylglutamic acid

Base Information

• Chemical Name: Methionylglutamic acid
• CAS No.: 14517-44-3
• Molecular Formula: C10H18 N2 O5 S
• Molecular Weight: 278.33
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID201314353
• Nikkaji Number: J81.781C
• Wikidata: Q27144840
• Metabolomics Workbench ID: 78902
• ChEMBL ID: CHEMBL1222055
• Mol file: 14517-44-3.mol

Synonyms:Met-Glu;methionyl-glutamic acid;methionylglutamic acid

Chemical Property of Methionylglutamic acid

Chemical Property:

• Melting Point: 205-206 °C
• Boiling Point: 583.7±50.0 °C(Predicted)
• PKA: 2.98±0.10(Predicted)
• PSA: 155.02000
• Density: 1.343±0.06 g/cm3(Predicted)
• LogP: 0.59220
• Storage Temp.: -15°C
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 278.09364285
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

H-MET-GLU-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)NC(CCC(=O)O)C(=O)O)N
• Isomeric SMILES: CSCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)N

Technology Process of Methionylglutamic acid

There total 6 articles about Methionylglutamic acid 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:

(2S)-2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoyl]amino}pentanedioic acid (98398-16-4) → L-methionyl-L-glutamic acid (14517-44-3)

Guidance literature:

With ammonia; sodium;

DOI:10.1557/JMR.2002.0386

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) → L-methionyl-L-glutamic acid (14517-44-3)

Guidance literature:

Multi-step reaction with 4 steps

1: chlorocarbonic acid benzyl ester; aqueous NaHCO₃

2: chlorocarbonic acid ethyl ester; tributylamine; dioxane / anschliessend Behandeln mit L-Glutaminsaeure-diaethylester

3: aqueous methanol. NaOH

4: sodium; liquid NH₃

With 1,4-dioxane; sodium hydroxide; tributyl-amine; ammonia; sodium; chloroformic acid ethyl ester; sodium hydrogencarbonate; benzyl chloroformate;

DOI:10.1557/JMR.2002.0386

Reference yield:

Cbz-Met-OH (1152-62-1) → L-methionyl-L-glutamic acid (14517-44-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorocarbonic acid ethyl ester; tributylamine; dioxane / anschliessend Behandeln mit L-Glutaminsaeure-diaethylester

2: aqueous methanol. NaOH

3: sodium; liquid NH₃

With 1,4-dioxane; sodium hydroxide; tributyl-amine; ammonia; sodium; chloroformic acid ethyl ester;

DOI:10.1557/JMR.2002.0386

upstream raw materials:

(2S)-2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoyl]amino}pentanedioic acid

L-methionine

Cbz-Met-OH

N-(N-benzyloxycarbonyl-L-methionyl)-L-glutamic acid diethyl ester

Downstream raw materials:

N-[N-(N-benzyloxycarbonyl-L-seryl)-L-methionyl]-L-glutamic acid

N-benzyloxycarbonyl-seryl=>tyrosyl=>methionyl=>glutamic acid

Refernces

• 1、 -. "Activation of recombinant proteins". . . Retrieved 2008/06/13.