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Chemical Structure| 86636-92-2 Chemical Structure| 86636-92-2
Chemical Structure| 86636-92-2

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Product Details of Acrylodan

CAS No. :86636-92-2
Formula : C15H15NO
M.W : 225.29
SMILES Code : C=CC(C1=CC=C2C=C(N(C)C)C=CC2=C1)=O
MDL No. :MFCD00467545
InChI Key :HMWAJFNEGAJETK-UHFFFAOYSA-N
Pubchem ID :104901

Safety of Acrylodan

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of Acrylodan

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 86636-92-2 ]

[ 86636-92-2 ] Synthesis Path-Downstream   1~12

  • 1
  • Escherichia coli glucose binding protein L255C mutant [ No CAS ]
  • [ 86636-92-2 ]
  • Escherichia coli glucose binding protein L255C mutant, acrylodan-labeled [ No CAS ]
  • 2
  • [3-(6-dimethylamino-naphthalen-2-yl)-3-oxo-propyl]-trimethyl-ammonium; iodide [ No CAS ]
  • [ 86636-92-2 ]
  • 4
  • (6-bromonaphthalen-2-yl)trimethylammonium iodide [ No CAS ]
  • [ 86636-92-2 ]
  • 7
  • GSSFLC [ No CAS ]
  • [ 86636-92-2 ]
  • [ 1429782-77-3 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile; at 20.0℃; for 18.0h;pH 7.8;Enzymatic reaction; General procedure: Peptide substrates were labeled with an <strong>[86636-92-2]acrylodan</strong> fluorophore on a cysteine side chain thiol using an adaptation of a previously reported protocol. Peptide (50 μM) and <strong>[86636-92-2]acrylodan</strong> (500 μM) were dissolved in 1 ml of 1:1 50 mM Heppso buffer (pH 7.8)/acetonitrile, followed by incubation at room temperature in the dark overnight (18 h) with shaking [38]. Acrylodan-labeled peptides were purified by reverse phase HPLC (Zorbax Eclipse XDB column, 9.4 × 250 mm) using an isocratic mobile phase of water containing 0.05% trifluoroacetic acid (TFA) (65%) and acetonitrile (35%) flowing at 4.2 ml/min over 21 min; <strong>[86636-92-2]acrylodan</strong>ylated peptides eluting at approximately 6 to 10 min were detected by UV absorbance at 360 nM and fluorescence (λex = 360 nm, λem = 485 nm). Peptide labeling with <strong>[86636-92-2]acrylodan</strong> was verified by MALDI-TOF mass spectrometry (Bruker Autoflex III, SUNY-ESF) using a matrix of saturated sinapinic acid in 0.1% TFA and 50 mM ammonium phosphate mixed in a 1:1 volume with the peptide sample; calculated and observed masses are reported in Table S1 of the supplementary material. Acrylodanylated peptides were solubilized in ethanol and stored at -80 C until use, with peptide concentrations determined by UV absorbance of the cysteine-conjugated <strong>[86636-92-2]acrylodan</strong> group at 360 nm in aqueous solution (ε360 = 13,300 M-1 cm-1) [39].
  • 8
  • [ 862730-04-9 ]
  • [ 86636-92-2 ]
  • 3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1-(6-(dimethylamino)naphthalen-2-yl)propan-1-one [ No CAS ]
  • 10
  • [ 50-00-0 ]
  • 1-(6-(dimethylamino)naphthalen-2-yl)-4,4,4-trifluorobutan-1,3-dione [ No CAS ]
  • [ 86636-92-2 ]
YieldReaction ConditionsOperation in experiment
92% With sodium hydroxide; In toluene; for 12.0h;Reflux; Operation method: Dissolve the crude product of compound 3-3 in 200 mL of toluene, then add 2.1 g of sodium hydroxide and 5 g of paraformaldehyde, and then heat the reaction mixture to reflux for 12 hours, and spin off the reaction solution after the reaction is complete , Direct column chromatography, the compound acryloyl dan, yield 92%.
  • 12
  • 3-[(1-aminopentan-2-yl)oxy]-2,6-difluorobenzamide [ No CAS ]
  • [ 86636-92-2 ]
  • C27H31F2N3O3 [ No CAS ]
 

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