DANSYL-GLYCINE

Base Information

• Chemical Name: DANSYL-GLYCINE
• CAS No.: 1091-85-6
• Molecular Formula: C14H16 N2 O4 S
• Molecular Weight: 308.358
• Hs Code.: 2935009090
• European Community (EC) Number: 214-129-7
• NSC Number: 626927
• UNII: 2QF9N67QFL
• DSSTox Substance ID: DTXSID00148815
• Nikkaji Number: J208.364G
• Wikidata: Q83014446
• ChEMBL ID: CHEMBL343297
• Mol file: 1091-85-6.mol

Synonyms:Glycine,N-[[5-(dimethylamino)-1-naphthyl]sulfonyl]- (6CI,7CI,8CI); DNS-glycine;Dansylglycine; N-Dansylglycine; NSC 626927;[1-(Dimethylamino)naphthalene-5-sulfonyl]glycine

Chemical Property of DANSYL-GLYCINE

Chemical Property:

• Vapor Pressure: 7.01E-12mmHg at 25°C
• Melting Point: 159oC
• Boiling Point: 525.7°Cat760mmHg
• PKA: 3.26±0.10(Predicted)
• Flash Point: 271.7°C
• PSA: 95.09000
• Density: 1.381g/cm³
• LogP: 2.74040
• Storage Temp.: −20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 308.08307817
• Heavy Atom Count: 21
• Complexity: 472

Purity/Quality:

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

Dansylglycine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCC(=O)O

Technology Process of DANSYL-GLYCINE

There total 4 articles about DANSYL-GLYCINE 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: 88.0%

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) + glycine (56-40-6,18875-39-3,25718-94-9) → dansylglycine (1091-85-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1002/chem.200701634

Reference yield: 81.0%

N-dansyl-glycine tert-butyl ester (1251073-47-8) → dansylglycine (1091-85-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201001884

Reference yield:

dansyl-glycyl-p-nitro-L-phenylalaninyl-L-proline → dansylglycine (1091-85-6) + (S)-1-[(S)-2-Amino-3-(4-nitro-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid

Guidance literature:

With angiotensin I converting enzyme; In water; dimethyl sulfoxide; Rate constant; Equilibrium constant; buffer (pH 8);

DOI:10.1248/cpb.37.145

upstream raw materials:

5-(dimethylamino)naphth-1-ylsulfonyl chloride

glycine

N-dansyl-glycine tert-butyl ester

Downstream raw materials:

C₆₆H₈₁N₃O₂₈S

dansyl-Gly-Cys(Trt)-Val-Ile-Ser(Trt)-OH

Refernces

• 1、 Malamas, MS,Sestanj, K,Millen, J. "Naphthalenylsulfonyl-hydantoins as aldose reductase inhibitors". . p. 369 - 374. Retrieved 1991.
• 2、 Scozzafava, Andrea,Supuran, Claudiu T.. "Protease inhibitors - Part 5. Alkyl/arylsulfonyl- and arylsulfonylureido-/arylureido- glycine hydroxamate inhibitors of Clostridium histolyticum collagenase". . p. 299 - 307. Retrieved 2007/10/03.