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    Calcein-AM

    Available from stock

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      Calcein-AM

      SKU
      C0009

      Category: Fluorescent Detection

      Synonyms
      Calcein O,O'-diacetate tetrakis(acetoxymethyl) ester , Calcein acetoxymethyl ester , Diacetate , CAL-AM , NSC 689290
      148504-34-1
      CAS-Number
      C46H46N2O23
      Molecular Formula
      994.86
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥95% (HPLC)
      Appearance
      White to off-white solid

      Properties

      Solvents
      DMSO
      Long Term Storage
      -20°C
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Handling Advice
      Protect from light and moisture.
      Short Term Storage
      -20°C
      Shipping
      BLUE ICE
      Transportation
      Not dangerous goods
      Description
      Calcein AM is a non-fluorescent cell permeable and hydrophobic probe that, upon entering live cells, is cleaved by intracellular esterases, releasing the membrane-impermeable, hydrophilic, and intensely bright green fluorescent calcein. Better retained by viable cells than fluorescein, carboxyfluorescein, or BCECF, due to its low cytotoxicity. It can be used as an indicator of cell viability (dead cells lack cytoplasmic esterases), cell-cell communication, cytotoxicity or changes in intracellular calcium, fluoride, iron or mercury. Calcein-AM is a neutral substrate for multidrug resistance-associated protein 1 (MRP1) and multidrug resistance protein 3 (MDR3, P-glycoprotein 3) and has been used in flow cytometry studies to analyze the function of P-gp and MRP. Used as a cytosolic fluorophore in mitochondrial permeability studies to image pore transition. Viability assays using calcein are reliable and correlate well with the standard 51Cr-release assay. Spectral Data: λex 496nm, λem 516nm in 0.1M Tris pH 8.0.
      InChi
      InChI=1S/C46H46N2O23/c1-25(49)60-21-64-39(55)17-47(18-40(56)65-22-61-26(2)50)15-32-37(68-29(5)53)13-11-35-43(32)70-44-33(16-48(19-41(57)66-23-62-27(3)51)20-42(58)67-24-63-28(4)52)38(69-30(6)54)14-12-36(44)46(35)34-10-8-7-9-31(34)45(59)71-46/h7-14H,15-24H2,1-6H3
      References
      (1) N. Feller, et al., Br. J. Cancer. 72, 543 (1995) , (2) N. Feller, et al., FEBS Lett. 368 385 (1995) , (3) F. Tiberghien & F. Loor, Anti-Cancer Drugs 7, 568 (1996) , (4) P. Decherchi, et al., J. Neurosci. Methods 71, 205 (1997) , (5) M. Essodaigui, et al., Biochemistry 37, 2243 (1998) , (6) J.J. Lemasters, et al., Biochim. Biophys. Acta. 1366, 177 (1998) , (7) J. Hynes, et al., J. Biomol. Screen. 8, 264 (2003) , (8) D. Bratosin, et al., Cytometry A 66, 78 (2005) , (9) R.W. Sabnis, Handbook of biological dyes and stains (2010) , (10) G. Szakacs, et al., Pathol. Oncol. Res. 4, 251 (2016)
      InChi Key
      XKFSBWQWNMZWFA-UHFFFAOYSA-N
      Smiles
      O=C(C1=C2C=CC=C1)OC32C4=C(C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(OC(C)=O)C=C4)OC5=C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C(OC(C)=O)=CC=C53

      Calcein AM is a non-fluorescent cell permeable and hydrophobic probe that, upon entering live cells, is cleaved by intracellular esterases, releasing the membrane-impermeable, hydrophilic, and intensely bright green fluorescent calcein. Better retained by viable cells than fluorescein, carboxyfluorescein, or BCECF, due to its low cytotoxicity. It can be used as an indicator of cell viability (dead cells lack cytoplasmic esterases), cell-cell communication, cytotoxicity or changes in intracellular calcium, fluoride, iron or mercury. Calcein-AM is a neutral substrate for multidrug resistance-associated protein 1 (MRP1) and multidrug resistance protein 3 (MDR3, P-glycoprotein 3) and has been used in flow cytometry studies to analyze the function of P-gp and MRP. Used as a cytosolic fluorophore in mitochondrial permeability studies to image pore transition. Viability assays using calcein are reliable and correlate well with the standard 51Cr-release assay. Spectral Data: λex 496nm, λem 516nm in 0.1M Tris pH 8.0.

      SKU: C0009 Category: Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      Calcein O,O'-diacetate tetrakis(acetoxymethyl) ester, Calcein acetoxymethyl ester, Diacetate, CAL-AM, NSC 689290

      Purity

      ≥95% (HPLC)

      Appearance

      White to off-white solid

      CAS-Number

      148504-34-1

      Molecular Formula

      C46H46N2O23

      Molecular Weight

      994.86

      Solvents

      DMSO

      Smiles

      O=C(C1=C2C=CC=C1)OC32C4=C(C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(OC(C)=O)C=C4)OC5=C(CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C(OC(C)=O)=CC=C53

      InChi Key

      XKFSBWQWNMZWFA-UHFFFAOYSA-N

      Shipping

      BLUE ICE

      Short Term Storage

      -20°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

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

      Transportation

      Not dangerous goods

      References

      (1) N. Feller, et al., Br. J. Cancer. 72, 543 (1995), (2) N. Feller, et al., FEBS Lett. 368 385 (1995), (3) F. Tiberghien & F. Loor, Anti-Cancer Drugs 7, 568 (1996), (4) P. Decherchi, et al., J. Neurosci. Methods 71, 205 (1997), (5) M. Essodaigui, et al., Biochemistry 37, 2243 (1998), (6) J.J. Lemasters, et al., Biochim. Biophys. Acta. 1366, 177 (1998), (7) J. Hynes, et al., J. Biomol. Screen. 8, 264 (2003), (8) D. Bratosin, et al., Cytometry A 66, 78 (2005), (9) R.W. Sabnis, Handbook of biological dyes and stains (2010), (10) G. Szakacs, et al., Pathol. Oncol. Res. 4, 251 (2016)

      InChi

      InChI=1S/C46H46N2O23/c1-25(49)60-21-64-39(55)17-47(18-40(56)65-22-61-26(2)50)15-32-37(68-29(5)53)13-11-35-43(32)70-44-33(16-48(19-41(57)66-23-62-27(3)51)20-42(58)67-24-63-28(4)52)38(69-30(6)54)14-12-36(44)46(35)34-10-8-7-9-31(34)45(59)71-46/h7-14H,15-24H2,1-6H3

      Quantity

      1 mg, Bulk

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