N2-(1-Carboxyethyl)-L-arginine

Base Information

• Chemical Name: N2-(1-Carboxyethyl)-L-arginine
• CAS No.: 63358-47-4
• Molecular Formula: C9H18N4O4
• Molecular Weight: 246.266
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID50487423
• Metabolomics Workbench ID: 68656
• Wikipedia: Octopine
• Mol file: 63358-47-4.mol

Synonyms:L-Allooctopine;N2-(1-Carboxyethyl)-L-arginine;Octopine;(2S)-2-[[(1S)-1-Carboxyethyl]amino]-5-(diaminomethylideneamino)pentanoic acid;SCHEMBL4572687;DTXSID50487423;HY-131408;CS-0134221

Chemical Property of N2-(1-Carboxyethyl)-L-arginine

Chemical Property:

• PSA: 148.53000
• LogP: 0.34900
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 246.13280507
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

97% ^*data from raw suppliers

L-Allooctopine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)NC(CCCN=C(N)N)C(=O)O
• Isomeric SMILES: C[C@@H](C(=O)O)N[C@@H](CCCN=C(N)N)C(=O)O
• Uses: A competitive inhibitor of Octopine (O239850). Inhibits callus proliferation in apple.

Technology Process of N2-(1-Carboxyethyl)-L-arginine

There total 9 articles about N2-(1-Carboxyethyl)-L-arginine 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: 65.0%

2-methylisothiourea sulphate (14527-26-5,867-44-7,147895-43-0) + (S),(S)-octopinic acid → (S),(S)-octopine (63358-47-4,23449-95-8,33034-23-0,499-45-6)

Guidance literature:

With sodium hydroxide; at 35 ℃; for 144h;

DOI:10.1246/bcsj.55.261

Reference yield:

R-(+)-2-bromopropionic acid (10009-70-8,10327-08-9) + L-arginine (74-79-3,25212-18-4) → (S),(S)-octopine (63358-47-4,23449-95-8,33034-23-0,499-45-6)

Guidance literature:

With barium dihydroxide; at 37 ℃;

Reference yield:

L-arginine (74-79-3,25212-18-4) + 2-Bromopropionic acid (598-72-1,10327-08-9) → (S),(S)-octopine (63358-47-4,23449-95-8,33034-23-0,499-45-6)

Guidance literature:

With water;

DOI:10.1021/ja01560a039

upstream raw materials:

R-(+)-2-bromopropionic acid

L-arginine

2-Bromopropionic acid

2-oxo-propionic acid

Downstream raw materials:

urea

4-guanidinobutyric acid

acetaldehyde

Refernces

• 1、 Biellmann,Branlant,Wallen. "Stereochemistry of octopine and of its isomers and their enzymatic properties". . p. 89 - 93. Retrieved 2007/10/05.