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Dansyl chloride (DNSCl) Sale

(Synonyms: 丹磺酰氯; DNSCl) 目录号 : GC30318

A reactive probe for derivatization of primary amines

Dansyl chloride (DNSCl) Chemical Structure

Cas No.:605-65-2

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100mg
¥315.00
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产品描述

Dansyl chloride is a reactive probe for the derivatization of primary amines, including those on amino acids, peptides, and polyamines, for detection by HPLC.1,2,3 It has also been used for the derivatization of compounds containing phenol groups, such as steroids, for detection by MS/MS.4 Dansyl chloride is a fluorescent probe for proteins and enzymes.5 It displays excitation/emission maxima of 340/535 nm, respectively, in acetone.

1.Walker, J.M.The dansyl method for identifying N-terminal amino acidsMethods in molecular biology: Basic protein and peptide protocols32321-328(1994) 2.Takeuchi, T.HPLC of amino acids as dansyl and dabsyl derivativesJ. Chromatogr. Lib.70229-241(2005) 3.Hunter, K.J.A dansyl chloride-HPLC method for the determination of polyaminesMethods in molecular biology: Polyamine protocols79119-123(1998) 4.Santa, T.Derivatization reagents in liquid chromatography/electrospray ionization tandem mass spectrometryBiomed. Chromatogr.25(1-2)1-10(2011) 5.Chen, R.F., and Scott, C.H.Atlas of fluorescence spectra and lifetimes of dyes attached to proteinAnal. Lett.18(4)393-421(1985)

Chemical Properties

Cas No. 605-65-2 SDF
别名 丹磺酰氯; DNSCl
Canonical SMILES O=S(C1=C2C=CC=C(N(C)C)C2=CC=C1)(Cl)=O
分子式 C12H12ClNO2S 分子量 269.75
溶解度 DMSO : 6.67 mg/mL (24.73 mM);Water : < 0.1 mg/mL (insoluble) 储存条件 Store at -20°C,unstable in solution, ready to use.
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1 mM 3.7071 mL 18.5357 mL 37.0714 mL
5 mM 0.7414 mL 3.7071 mL 7.4143 mL
10 mM 0.3707 mL 1.8536 mL 3.7071 mL
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Research Update

Chemical modification of transducin with dansyl chloride hinders its binding to light-activated rhodopsin

Transducin (T), the heterotrimeric guanine nucleotide binding protein in rod outer segments, serves as an intermediary between the receptor protein, rhodopsin, and the effector protein, cGMP phosphodiesterase. Labeling of T with dansyl chloride (DnsCl) inhibited its light-dependent guanine nucleotide binding activity. Conversely, DnsCl had no effect on the functionality of rhodopsin. Approximately 2-3 mol of DnsCl were incorporated per mole of T. Since fluoroaluminate was capable of activating DnsCl-modified T, this lysine-specific labeling compound did not affect the guanine nucleotide-binding pocket of T. However, the labeling of T with DnsCl hindered its binding to photoexcited rhodopsin, as shown by sedimentation experiments. Additionally, rhodopsin completely protected against the DnsCl inactivation of T. These results demonstrated the existence of functional lysines on T that are located in the proximity of the interaction site with the photoreceptor protein.

5-Diethylamino-naphthalene-1-sulfonyl chloride (DensCl): a novel triplex isotope labeling reagent for quantitative metabolome analysis by liquid chromatography mass spectrometry

We describe a new set of isotope reagents, (12)C4-, (12)C2(13)C2-, and (13)C4-5-diethylamino-naphthalene-1-sulfonyl chloride (DensCl), in combination with liquid chromatography Fourier-transform ion cyclotron resonance mass spectrometry (LC-FTICR-MS), for improved analysis of the amine- and phenol-containing submetabolome. The synthesis of the reagents is reported, and an optimized derivatization protocol for labeling amines and phenols is described. To demonstrate the utility of the triplex reagents for metabolome profiling of biological samples, urine samples collected daily from a healthy volunteer over a period of 14 days were analyzed. The overall workflow is straightforward, including differential isotope labeling of individual samples and a pooled sample that serves a global internal standard, mixing of the isotope differentially labeled samples and LC-MS analysis for relative metabolome quantification. Comparing to the dansyl chloride (DnsCl) duplex isotope reagents, the new triplex DensCl reagents offer the advantages of improved metabolite detectability due to enhanced sensitivity (i.e., about 1000 peak pairs detected by DensCl labeling vs about 600 peak pairs detected by DnsCl labeling) and analysis speed (i.e., simultaneous analysis of two comparative samples by DensCl vs only one comparative sample analyzed by DnsCl).

Automated parallel derivatization of metabolites with SWATH-MS data acquisition for qualitative and quantitative analysis

For metabolite profiling chemical derivatization has been used to improve MS sensitivity and LC retention. However, for multi-analytes quantification, the number of commercially available isotopically labelled internal standards is limited. Besides, there is no single workflow which can provide large-scale metabolomics coverage in particular for polar metabolites. To overcome these limitations and to improve reproducibility a fully automated dual derivatization approach was developed. Differential Isotope Labeling (DIL) was adopted by derivatizing carbonyl, amino and phenol metabolites with two isotopic forms. Urine samples were derivatized with 12C-dansyl chloride (DnsCl) and 12C-dansylhydrazine (DnsHz). Suitable quantification standards were generated by derivatized 40 standards including amino acids, sex hormones and other highly polar metabolites with labelled 13C2-dansyl chloride and 13C2-dansylhydrazine. The derivatization of the standards and the urine sample was performed using a PAL RTC autosampler in-line to column-switching LC-HRMS analysis with data independent acquisition (SWATH-MS). The parallel reactions were completed in 15 min inside of two agitators at different conditions overlapping with the LC-MS analysis time which was of 25 min. The column switching setup is critical to remove the excess of reagents which can negatively affect the ionization efficiency and deteriorate the chromatographic performance. The combination of dual DIL with SWATH-MS acquisition enables post-identification of unknown metabolites and quantitation at precursor (MS1) and specific tag fragment (MS2) levels. The inter- and intra-batch accuracy and precision of the method fall in the range ±15% using single point calibration, and at MS1 or MS2 level providing full flexibility. The method was successfully applied to the analysis of human urine samples.

Isocratic high-performance liquid chromatographic method for quantitative determination of lysine, histidine and tyrosine in foods

A method for the quantitative determination of lysine, histidine and tyrosine in foods based on pre-column derivatization with 5-dimethylaminonaphthalene-1-sulfonyl chloride (DnsCl) and reversed-phase liquid chromatography has been developed. Derivatization conditions, including DnsCl concentration, time, temperature, and buffer solution were studied. To establish the reliability of the proposed liquid chromatographic (LC) method, the precision and accuracy of the analyses were evaluated using samples of casein and lysozyme.

Quantitative metabolomic profiling using dansylation isotope labeling and liquid chromatography mass spectrometry

Differential chemical isotopic labeling (CIL) LC-MS has been used for quantifying a targeted metabolite in biological samples with high precision and accuracy. Herein we describe a high-performance CIL LC-MS method for generating quantitative and comprehensive profiles of the metabolome for metabolomics applications. After mixing two comparative samples separately labeled by light or heavy isotopic tags through chemical reactions, the peak intensity ratio of the labeled analyte pair can provide relative or absolute quantitative information on the metabolites. We describe the use of (12)C2- and (13)C2-dansyl chloride (DnsCl) as the isotope reagents to profile the metabolites containing amine and phenolic hydroxyl functional groups by LC-MS. This method can be used to compare the relative concentration changes of hundreds or thousands of amine- and phenol-containing metabolites among many comparative samples and generate absolute concentration information on metabolites for which the standards are available. Combined with statistical analysis and metabolite identification tools, this method can be used to identify key metabolites involved in differentiating comparative samples such as disease cases vs. healthy controls.