Stains-all

Dye From Wikipedia, the free encyclopedia

Stains-all is a carbocyanine dye, which stains anionic proteins, nucleic acids, anionic polysaccharides and other anionic molecules.[1][2]

Quick facts Names, Identifiers ...
Stains-all
Names
Preferred IUPAC name
1-Ethyl-2-[(1E,3Z)-3-(1-ethylnaphtho[1,2-d][1,3]thiazol-2(1H)-ylidene)-2-methylprop-1-en-1-yl]naphtho[1,2-d][1,3]thiazol-1-ium bromide
Other names
DBTC; Carbocyanin DBTC
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.028.225 Edit this at Wikidata
EC Number
  • 231-047-7
UNII
  • InChI=1S/C30H27N2S2.BrH/c1-4-31-27(33-25-16-14-21-10-6-8-12-23(21)29(25)31)18-20(3)19-28-32(5-2)30-24-13-9-7-11-22(24)15-17-26(30)34-28;/h6-19H,4-5H2,1-3H3;1H/q+1;/p-1
    Key: MPBRYMWMMKKRGC-UHFFFAOYSA-M
  • CCN1/C(=C/C(=C/C2=[N+](C3=C(S2)C=CC4=CC=CC=C43)CC)/C)/SC5=C1C6=CC=CC=C6C=C5.[Br-]
Properties
C30H27BrN2S2
Molar mass 559.58 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Properties

Stains-all is metachromatic and changes its color dependent on its contact to other molecules.[3] The detection limit for phosphoproteins is below 1 ng after one hour of staining,[4] for anionic polysaccharides between 10 and 500 ng.[5][6] Highly anionic proteins are stained blue, proteoglycans purple and anionic proteins pink.[7] RNA is stained blueish-purple with a detection limit of 90 ng and DNA is stained blue with a detection limit of 3 ng.[8]

Stains-all is light sensitive, therefore the staining is performed in the absence of light and photographed immediately. Staining of proteins can be improved by a subsequent silver stain.[7] The analogue Ethyl-Stains-all has similar properties as stains-all, with differences in solubility and staining properties.[9]

Applications

Stains-all stains nucleic acids, anionic proteins, anionic polysaccharides such as alginate and pectinate,[10] hyaluronic acid and dermatan sulfate,[5] heparin, heparan sulfate and chondroitin sulfate.[6] It is used in SDS-PAGE, agarose gel electrophoresis and histologic staining, e.g. staining of growth lines in bones.[11]

References

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