DANSYL-D-PHENYLALANINE FREE ACID

Base Information

• Chemical Name: DANSYL-D-PHENYLALANINE FREE ACID
• CAS No.: 56176-31-9
• Molecular Formula: C21H22N2O4S
• Molecular Weight: 398.483
• Hs Code.: 2935009090
• Mol file: 56176-31-9.mol

Synonyms:DANSYL-D-PHENYLALANINE FREE ACID

Chemical Property of DANSYL-D-PHENYLALANINE FREE ACID

Chemical Property:

• Vapor Pressure: 1.79E-15mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 604.7°C at 760 mmHg
• Flash Point: 319.5°C
• PSA: 95.09000
• Density: 1.324g/cm³
• LogP: 4.35170
• Storage Temp.: −20°C

Purity/Quality:

98%Min ^*data from raw suppliers

N-Dansyl-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: DANSYL-D-PHENYLALANINE FREE ACID is used for the preparation of N-sulfonylamino acid derivatives as metalloproteinase inhibitors.

Technology Process of DANSYL-D-PHENYLALANINE FREE ACID

There total 4 articles about DANSYL-D-PHENYLALANINE FREE 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:

N-dansyl-DL-phenylalanine (42808-06-0) → dansyl-(R)-phenylalanie (56176-31-9) + dansyl-L-phenylalanine (1104-36-5)

Guidance literature:

DOI:10.1021/ac950698c

Reference yield:

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansyl-(R)-phenylalanie (56176-31-9) + dansyl-L-phenylalanine (1104-36-5)

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

Reference yield:

C22H24N2O4S → dansyl-(R)-phenylalanie (56176-31-9)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃;

DOI:10.1039/c5cc00261c

upstream raw materials:

N-dansyl-DL-phenylalanine

Phenylalanine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

Downstream raw materials:

(R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester

Refernces

• 1、 Zhang, Li,Jin, Qingxian,Lv, Kai,Qin, Long,Liu, Minghua. "Enantioselective recognition of a fluorescence-labeled phenylalanine by self-assembled chiral nanostructures". supporting information. p. 4234 - 4236. Retrieved 2015/03/18.
• 2、 Su, Yuan,Mu, Xiaoyu,Qi, Li. "A new chiral ligand exchange capillary electrophoresis system based on Zn(ii)-l-leucine complexes coordinating with β-cyclodextrin and its application in screening tyrosinase inhibitors". . p. 55280 - 55285. Retrieved 2015/02/05.