19461-22-4

Basic information

• Product Name: DANSYL-GLY-TRP
• Synonyms: DANSYL-GLY-TRP;(N-(5-dimethylaminonaphthalene-1-sulphonyl)glycyl)tryptophan;Nα-[N-[5-(Dimethylamino)-1-naphthalenylsulfonyl]glycyl]-L-tryptophan;Einecs 243-080-4
• CAS NO: 19461-22-4
• Molecular Formula: C₂₅H₂₆N₄O₅S
• Molecular Weight: 494.56
• EINECS: 243-080-4
• Product Categories: Activity;Enzyme Substrates;Fluorogenic
• Mol File: 19461-22-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.404g/cm³
• Refractive Index: 1.69
• Storage Temp.: −20°C
• CAS DataBase Reference: DANSYL-GLY-TRP(CAS DataBase Reference)
• NIST Chemistry Reference: DANSYL-GLY-TRP(19461-22-4)
• EPA Substance Registry System: DANSYL-GLY-TRP(19461-22-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19461-22-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C25H26N4O5S/c1-29(2)22-11-5-9-19-18(22)8-6-12-23(19)35(33,34)27-15-24(30)28-21(25(31)32)13-16-14-26-20-10-4-3-7-17(16)20/h3-12,14,21,26-27H,13,15H2,1-2H3,(H,28,30)(H,31,32)/t21-/m0/s1

Upstream product

• 605-65-2 5-(dimethylamino)naphth-1-ylsulfonyl chloride 
• 19240-29-0 (S)-methyl 2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanoate 
• 1260828-69-0 methyl 2-(2-(1,3-dioxoisoindolin-2-yl)acetamido)-3-(1H-indol-3-yl)propanoate 
• 108353-78-2 methyl 2-(2-(5-(N,N-dimethylamino)naphthalene-1-sulfonamido)acetamido)-3-(1H-indol-3-yl)propanoate 

Relevant articles and documents

A multifunctional fluorescence probe for the detection of cations in aqueous solution: The versatility of probes based on peptides

We synthesized a tetra-functional fluorescence probe based on dansyl and peptide motif, dansyl-Gly-Trp (DGT, 1), that efficiently bound several metal ions and showed distinguishing optical properties. The probe 1 could respond to Hg2+ with enhanced and blue-shifted fluorescence emission but to Cu2+ with obvious fluorescence quenching. In addition, 1 was sensitive to pH ranging from 2.0 to 5.0 and precipitated in the presence of Pb2+ at neutral conditions. The combination of these intrinsic properties with the selective responses to different chemical inputs allows this system to be implemented as an ionic switch. Furthermore, 1 could penetrate the cell membrane and accumulated well in intracellular region. The underlying mechanisms of the probe to different kind of metal ion were explored successfully by using either 1H NMR, NOESY, electron paramagnetic resonance (EPR) or FT-IR spectra. In addition, to investigate the binding model of 1/Hg2+ and 1/Cu2+, simulations were also performed by using density functional theory (DFT) and reasonable binding configurations were achieved for these two complexes.