1098-50-6

Usage

Uses

Used in Biochemistry Research:
DANSYL-L-VALINE is used as a fluorescent probe for studying protein structure and dynamics due to its ability to provide insights into the conformational changes and interactions of proteins.
Used in Chemical Biology Research:
DANSYL-L-VALINE is used as a labeling agent for monitoring enzymatic reactions and peptide synthesis, allowing for the tracking of these processes in real-time through its fluorescence.
Used in Fluorescence Spectroscopy:
DANSYL-L-VALINE is used as a detection and quantification tool in fluorescence spectroscopy, enabling researchers to easily measure the presence and quantity of specific biomolecules in complex samples.
Used in Drug Development:
DANSYL-L-VALINE is used as a molecular probe in the development of new drugs, assisting in the identification of potential drug targets and the evaluation of drug interactions with biological systems.
Used in Diagnostics:
DANSYL-L-VALINE is used as a diagnostic marker in medical diagnostics, helping to detect and quantify specific biomarkers associated with various diseases and conditions.
Used in Environmental Monitoring:
DANSYL-L-VALINE is used as a biosensor in environmental monitoring, providing a means to detect and measure the presence of pollutants or contaminants in the environment.

Upstream product

• 72-18-4 L-valine 
• 605-65-2 5-(dimethylamino)naphth-1-ylsulfonyl chloride 
• 516-06-3 D,L-valine 
• 42808-05-9 dansyl-valine 

Downstream Products

• 270072-24-7 (S)-2-[Benzyl-(5-dimethylamino-naphthalene-1-sulfonyl)-amino]-3-methyl-butyric acid 

Relevant academic research and scientific papers

Yaku'amides A and B, cytotoxic linear peptides rich in dehydroamino acids from the marine sponge ceratopsion sp.

Two cytotoxic peptides, yaku'amides A (1) and B (2), were isolated from the marine sponge Ceratopsion sp. Their planar structures were elucidated on the basis of spectroscopic data, whereas the absolute configurations were determined by a combination of the Marfey's analysis and dansylation analysis of the total and partial acid hydrolysis products. The growth inhibitory profile of yaku'amide A against a panel of 39 human cancer cell lines was clearly unique and distinguished from other anticancer drugs.

Cationic β-cyclodextrin-modified hybrid magnetic microspheres as chiral selectors for selective chiral absorption of dansyl amino acids

Chirally selective functionalized magnetic microspheres show great potential in enantiomeric separations. In this study, a novel class of chiral magnetic selectors was developed by immobilization of vinylimidazolium-β- cyclodextrin chloride (VIMCD-Cl) on 3-methacryloxypropyltrimethoxysilane- modified iron oxide magnetic microspheres through a radical polymerization. The prepared chiral materials have regular three-dimensional core-shell architectures with an average particle size of about 580 nm and a high magnetization saturation of about 51 emu g-1. Fourier transform-infrared spectra (FT-IR), thermogravimetric analysis (TGA) and elemental analysis confirmed that VIMCD-Cl was successfully polymerized on the surface of the magnetic microspheres. The prepared functional magnetic materials were then applied in the selective chiral absorption of three dansyl amino acids using microbatch technology. The results indicated that VIMCD-Cl immobilized magnetic microspheres (VIMCD-MNPs) possessed good enantioselectivities toward the three dansyl amino acids, and showed stronger interactions with the l-enantiomers during the chiral adsorption process. Furthermore, these functionalized chiral magnetic materials possess an excellent recyclability and can be used as effective chiral magnetic selectors for chiral separations.

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

Tyrosinase plays a key role in melanin formation, and it is closely related to hyper pigmentation in animals and enzymatic browning in food. Thus, it is of great significance to screen inhibitors of tyrosinase. In this work, a new chiral ligand exchange-capillary electrophoresis (CLE-CE) system based on the coordination effect of Zn(ii)-l-leucine complexes and β-cyclodextrin (β-CD) was developed for screening the inhibitors of tyrosinase. The effects of the concentration of β-CD, buffer pH, the ratio of l-leucine to Zn(ii), and the complex concentration were investigated with Dns-d,l-tyrosine, Dns-d,l-valine and Dns-d,l-phenylalanine as the tested analytes. The optimum buffer conditions were composed of 100.0 mM boric acid, 5.0 mM ammonium acetate, 3.0 mM Zn(ii), 6.0 mM l-leucine and 4.0 mM β-CD at pH 8.2. It has been found that six pairs of Dns-d,l-AAs could be baseline-separated and five pairs of Dns-d,l-AAs were partly enantioseparated. Then the quantitative analysis of l-tyrosine was conducted and good linearity (r2 = 0.992) was obtained with a concentration ranging from 12.95 μM to 413.3 μM. A kinetics study of tyrosinase was realized, and the Km and Vmax were 636 μM and 312 μmol min-1 mg-1. Moreover, the proposed method was applied in screening the inhibitors of tyrosinase with four kinds of chalcones as the model inhibitors. The results demonstrated that the developed CLE-CE system was favorable for screening enzyme inhibitors, and showed great potential in related drugs discovery and clinical analysis in the future.

Protease inhibitors. Part 7: Inhibition of Clostridium histolyticum collagenase with sulfonylated derivatives of L-valine hydroxamate

Sulfonylated L-valine hydroxamate derivatives were obtained by reaction of alkyl/arylsulfonyl halides with the title amino acid, followed by treatment with benzyl chloride, and conversion of the COOH moiety to the CONHOH group. Other derivatives were obtained by reaction of N-benzyl-L- valine with arylisocyanates, arylsulfonylisocyanates or benzoylisothiocyanate, followed by the similar conversion of the COOH into the CONHOH moiety, with hydroxylamine in the presence of carbodiimides. The obtained compounds were assayed as inhibitors of the Clostridium histolyticum collagenase, ChC (EC 3.4.24.3), a zinc enzyme which degrades triple helical collagen. The hydroxamate derivatives were generally 100-500 times more active than the corresponding carboxylates. In the series of synthesized derivatives, substitution patterns leading to best ChC inhibitors were those involving perfluoroalkylsulfonyl- and substituted-arylsulfonyl moieties, such as pentafluorophenylsulfonyl; 3- and 4-protected-aminophenylsulfonyl-; 3- and 4-carboxyphenylsulfonyl-; 3-trifluoromethylphenylsulfonyl; or 1- and 2- naphthyl among others. Similarly to the matrix metalloproteinase hydroxamate inhibitors, ChC inhibitors of the type reported here must incorporate hydrophobic moieties at the P(2') and P(3') subsites, in order to achieve tight binding to the enzyme. Such compounds might lead to drugs useful in the treatment corneal bacterial keratitis. (C) 2000 Elsevier Science B.V.

Chiral separation of enantiomers of amino acid derivatives by HPLC on vancomycin and teicoplanin chiral stationary phases

The chiral separation of α-amino acids by liquid chromatography using macrocyclic antibiotic bonded stationary phases were studied. Teicoplanin and vancomycin bonded stationary phases have been used to separate enantiomers of dansyl amino acids in the reversed - phase high performance liquid chromatography mode. By comparison of chromatographic parameters obtained by use of both chiral stationary phases it the mechanism of chiral separation could be suggested. The better separation - greater value of R(j,i) of enantiomers - was achieved by the teicoplanin column.

Direct resolution of optically active isomers on chiral packings containing ergoline skeletons. 5. Enantioseparation of amino acid derivatives

A new procedure for ergot alkaloid-based chiral stationary phase preparation is described. Synthesis is based on bonding the allyl derivative of terguride to mercaptopropylsilanized silica gel. The packing exhibits higher content of chiral selector, stability, reproducibility, and enantioselectivity toward amino acids compared to that previously studied. The chromatographic behavior of amino acids with different side chains and substituent groups is investigated in order to obtain a deeper insight into the enantiodiscriminative mechanism as well as to determine the limitations and strengths of terguride as a chiral selector for this class of compounds. A variety of factors, including mobile phase parameters such as pH, ionic strength, content and nature of organic modifier, and temperature, are examined. A new procedure for ergot alkaloid-based chiral stationary phase preparation is described. Synthesis is based on bonding the allyl derivative of terguride to mercaptopropylsilanized silica gel. The packing exhibits higher content of chiral selector, stability, reproducibility, and enantioselectivity toward amino acids compared to that previously studied. The chromatographic behavior of amino acids with different side chains and substituent groups is investigated in order to obtain a deeper insight into the enantiodiscriminative mechanism as well as to determine the limitations and strengths of terguride as a chiral selector for this class of compounds. A variety of factors, including mobile phase parameters such as pH, ionic strength, content and nature of organic modifier, and temperature, are examined.