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      1,1′-Dibutyl-3,3,3′,3′-tetramethylindocarbocyanine iodide

      SKU
      D0224

      Category: Fluorescent Detection

      Synonyms
      DiIC4(3)
      132752-00-2
      CAS-Number
      C31H41N2.I
      Molecular Formula
      568.58
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      Violett crystalline solid
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO or methanol
      Melting Point
      172-175 °C
      Fluorescence
      λex 506 nm; λem 578 nm in phosphate buffer/SDS pH 7.0
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and air. Store under inert gas.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Hazard statements
      H315-H319-H335
      Precautionary statements
      P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501
      GHS Symbol
      GHS07
      Signal word
      Warning
      Transportation
      Not dangerous goods
      Description
      DiIC4(3) is a fluorescent carbocyanine dye with butyl chains widely used for membrane staining due to its hydrophobic nature, which helps it intercalate well into lipid bilayers. Carbocyanine dyes are unique organic molecules that contain a conjugated electron-deficient system between two heterocyclic nitrogen atoms that provides characteristically long absorption and emission wavelengths. It can be used for cell tracking as it is stably retained in membranes and in fixed tissue slices for anterograde and retrograde tracing. Spectral Data: Excitation max: ~550-555nm, Emission max: ~565-570nm (accord. Lit). Also used as intermediate for the synthesis of selective protein arginine methyltransferases (PRMT) inhibitors. Intermediate for the synthesis of fluorescent probes.
      Smiles
      CCCCN\1C2=CC=CC=C2C(/C1=C\C=C\C3=[N+](C4=CC=CC=C4C3(C)C)CCCC)(C)C.[I-]
      InChi Key
      CVTQMCMIKOZBTI-UHFFFAOYSA-M
      References
      (1) G. Suaerwein & G.B. Schuster, J. Phys. Chem. 95, 1903 (1991) , (2) G. Beckford, et al., Talanta 92, 45 (2012) , (3) S.H. Sinha, et al., Eur. J. Med. Chem. 54, 647 (2012) , (4) H. Hu, et al., J. Med. Chem. 58, 1228 (2015) , (5) M. Matsui, et al., Tetrahedron 71, 3528 (2015)
      InChi
      InChI=1S/C31H41N2.HI/c1-7-9-22-32-26-18-13-11-16-24(26)30(3,4)28(32)20-15-21-29-31(5,6)25-17-12-14-19-27(25)33(29)23-10-8-2,/h11-21H,7-10,22-23H2,1-6H3,1H/q+1,/p-1

      DiIC4(3) is a fluorescent carbocyanine dye with butyl chains widely used for membrane staining due to its hydrophobic nature, which helps it intercalate well into lipid bilayers. Carbocyanine dyes are unique organic molecules that contain a conjugated electron-deficient system between two heterocyclic nitrogen atoms that provides characteristically long absorption and emission wavelengths. It can be used for cell tracking as it is stably retained in membranes and in fixed tissue slices for anterograde and retrograde tracing. Spectral Data: Excitation max: ~550-555nm, Emission max: ~565-570nm (accord. Lit). Also used as intermediate for the synthesis of selective protein arginine methyltransferases (PRMT) inhibitors. Intermediate for the synthesis of fluorescent probes.

      Artikelnummer: D0224 Kategorie: Fluorescent Detection
      • Zusätzliche Informationen

      Zusätzliche Informationen

      Synonyms

      DiIC4(3)

      Purity

      ≥98% (HPLC)

      Appearance

      Violett crystalline solid

      CAS-Number

      132752-00-2

      Molecular Formula

      C31H41N2.I

      Molecular Weight

      568.58

      Identity

      1H-NMR

      Solvents

      DMSO or methanol

      Melting Point

      172-175 °C

      Fluorescence

      λex 506 nm; λem 578 nm in phosphate buffer/SDS pH 7.0

      Smiles

      CCCCN\1C2=CC=CC=C2C(/C1=C\C=C\C3=[N+](C4=CC=CC=C4C3(C)C)CCCC)(C)C.[I-]

      InChi Key

      CVTQMCMIKOZBTI-UHFFFAOYSA-M

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and air. Store under inert gas.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Hazard statements

      H315-H319-H335

      Precautionary statements

      P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

      GHS Symbol

      GHS07

      Signal word

      Warning

      Transportation

      Not dangerous goods

      References

      (1) G. Suaerwein & G.B. Schuster, J. Phys. Chem. 95, 1903 (1991), (2) G. Beckford, et al., Talanta 92, 45 (2012), (3) S.H. Sinha, et al., Eur. J. Med. Chem. 54, 647 (2012), (4) H. Hu, et al., J. Med. Chem. 58, 1228 (2015), (5) M. Matsui, et al., Tetrahedron 71, 3528 (2015)

      InChi

      InChI=1S/C31H41N2.HI/c1-7-9-22-32-26-18-13-11-16-24(26)30(3,4)28(32)20-15-21-29-31(5,6)25-17-12-14-19-27(25)33(29)23-10-8-2,/h11-21H,7-10,22-23H2,1-6H3,1H/q+1,/p-1

      Quantity

      50 mg, 100 mg, 250 mg, Bulk

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