Dansyl-L-Asparagine

Base Information

• Chemical Name: Dansyl-L-Asparagine
• CAS No.: 1100-23-8
• Molecular Formula: C16H19 N3 O5 S
• Molecular Weight: 365.41
• Hs Code.: 2935009090
• European Community (EC) Number: 214-153-8
• Nikkaji Number: J217.214C
• Mol file: 1100-23-8.mol

Synonyms:dansyl asparagine;dansylasparagine

Chemical Property of Dansyl-L-Asparagine

Chemical Property:

• Vapor Pressure: 3.48E-18mmHg at 25°C
• Boiling Point: 657.5°Cat760mmHg
• Flash Point: 351.5°C
• PSA: 138.18000
• Density: 1.419g/cm³
• LogP: 2.68470
• Storage Temp.: ?20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 365.10454189
• Heavy Atom Count: 25
• Complexity: 601

Purity/Quality:

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

Dansyl-L-asparagine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NC(CC(=O)N)C(=O)O
• Isomeric SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N[C@@H](CC(=O)N)C(=O)O
• Uses: Dansyl-L-asparagine is a fluorescent labelled amino acid used in the study of proteins and peptides.

Technology Process of Dansyl-L-Asparagine

There total 2 articles about Dansyl-L-Asparagine 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:

dansyl asparagine (141425-82-3) → Dns-D-Asn + Nα-dansyl-L-asparagine (1100-23-8)

Guidance literature:

With L-leucine; ammonium acetate; boric acid; zinc(II) sulfate; β‐cyclodextrin; In aq. buffer; at 25 ℃; pH=8.2; Resolution of racemate;

DOI:10.1039/c4ra09433f

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → Dns-D-Asn + Nα-dansyl-L-asparagine (1100-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium carbonate / acetone / 0.5 h / 20 °C

2: boric acid; β‐cyclodextrin; zinc(II) sulfate; L-leucine; ammonium acetate / aq. buffer / 25 °C / pH 8.2 / Resolution of racemate

With L-leucine; ammonium acetate; boric acid; lithium carbonate; zinc(II) sulfate; β‐cyclodextrin; In acetone;

DOI:10.1039/c4ra09433f

upstream raw materials:

dansyl asparagine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

Refernces