Dansyl-L-phenylalanine

Base Information

• Chemical Name: Dansyl-L-phenylalanine
• CAS No.: 1104-36-5
• Molecular Formula: C21H22 N2 O4 S
• Molecular Weight: 398.483
• Hs Code.: 29309090
• European Community (EC) Number: 214-165-3
• Nikkaji Number: J208.363I
• Mol file: 1104-36-5.mol

Synonyms:Dansyl-L-phenylalanine;1104-36-5;Dansylphenylalanine;5-Dimethylaminonaphthalene-1-sulfonyl-L-phenylalanine;N-Dansyl-L-phenylalanine;(S)-2-(5-(Dimethylamino)naphthalene-1-sulfonamido)-3-phenylpropanoic acid;Dns-Phe-OH;L-Phenylalanine, N-[[5-(dimethylamino)-1-naphthalenyl]sulfonyl]-;SCHEMBL4134328;(2S)-2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-3-phenylpropanoic acid;MFCD00037730;AKOS015894385;BS-23513;HY-118349;CS-0065732;D1500;NS00045591;T70086;A802194;N',N'-diethyl-N-(2-pyridyl)ethane-1,2-diamine;J-002424;Q27457038;N-([5-(Dimethylamino)-1-naphthyl]sulfonyl)phenylalanine #;N-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}-L-phenylalanine;2-(5-DIMETHYLAMINO-NAPHTHALENE-1-SULFONYLAMINO)-3-PHENYL-PROPIONIC ACID

Chemical Property of Dansyl-L-phenylalanine

Chemical Property:

• Vapor Pressure: 1.79E-15mmHg at 25°C
• Melting Point: 172 °C
• Boiling Point: 604.7°Cat760mmHg
• PKA: 3.17±0.10(Predicted)
• Flash Point: 319.5°C
• PSA: 95.09000
• Density: 1.324g/cm³
• LogP: 4.35170
• Storage Temp.: −20°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 398.13002836
• Heavy Atom Count: 28
• Complexity: 625

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NC(CC3=CC=CC=C3)C(=O)O
• Isomeric SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O
• Uses: DANSYL-L-PHENYLALANINE is used for the preparation of N-sulfonylamino acid derivatives as metalloproteinase inhibitors.

Technology Process of Dansyl-L-phenylalanine

There total 7 articles about Dansyl-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:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansyl-L-phenylalanine (1104-36-5)

Guidance literature:

In sodium hydrogencarbonate; acetone; at 70 ℃; for 0.166667h; pH=9;

DOI:10.1021/ac049606m

Reference yield:

(S)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid methyl ester (108353-31-7) → dansyl-L-phenylalanine (1104-36-5)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃;

DOI:10.1039/c5cc00261c

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

upstream raw materials:

N-dansyl-DL-phenylalanine

L-phenylalanine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

Phenylalanine

Downstream raw materials:

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