Specifications
- Purity
- ≥94.5% (HPLC)
- Identity
- 1H-NMR
- Appearance
- White to off-white powder
Properties
- Solvents
- DMSO, DMF, acetonitrile, ethyl acetate, chloroform
Downloads
- Safety Data Sheet
- CDX B0292 MSDS.pdf
Available from stock
MAPTAM
- SKU
- B0292
Category: Fluorescent Detection
- Synonyms
- 5,5'-Dimethyl-BAPTA-AM , 1,2-Bis(2-amino-5-methylphenoxy)ethane , 1,2-Bis(2-amino-5-methylphenoxy)ethane-N,N,N?,N?-tetraacetic acid tetrakis(acetoxymethyl) ester
- 147504-94-7
- CAS-Number
- C36H44N2O18
- Molecular Formula
- 792.74
- Molecular Weight
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at -20°C.
- Long Term Storage
- -20°C
- Short Term Storage
- +4°C
- Shipping
- AMBIENT
- Transportation
- Not dangerous goods
- Signal word
- Warning
- GHS Symbol
- GHS07
- Precautionary statements
- P261-P305 + P351 + P338
- Hazard statements
- H315-H319-H335
- Description
- MAPTAM is a cell permeable intracellular Ca2+ chelator that can be loaded non-invasive into cells by incubation. MAPTAM itself does not bind calcium, but once inside the cell is converted into it's derivative Dimethyl-BAPTA by cytoplasmic esterases. This type of calcium chelators are commonly used to form calcium buffers with well-defined calcium concentrations. By injecting the chelators into cells or by incubating cells with the AM ester form of the chelators, one can control the cytosolic calcium concentration, an important means to study the roles of calcium. Key advantages of these calcium chelators include relative insensitivity toward intracellular pH change and fast release of calcium. Recent studies have shown that BAPTA derivative might have microtubule disruptive activity (unrelated to it's calcium chelating activity) and should be used with caution in studies of cytoskeleton-related cell functions.
- InChi
- InChI=1S/C36H44N2O18/c1-23-7-9-29(37(15-33(43)53-19-49-25(3)39)16-34(44)54-20-50-26(4)40)31(13-23)47-11-12-48-32-14-24(2)8-10-30(32)38(17-35(45)55-21-51-27(5)41)18-36(46)56-22-52-28(6)42/h7-10,13-14H,11-12,15-22H2,1-6H3
- References
- (1) Biochemistry 19, 2396 (1980) , (2) R.Y. Tsein, Nature 290, 527 (1981) , (3) J.B. Lefkowith, et al., J. Immunol. 149, 1729 (1992) , (4) K.A. Birch, et al., J. Cell Biol. 118, 1501 (1992) , (5) E. Poch, et al., Biochem. J. 290, 617 (1993) , (6) J.M. Dubinsky, Neurosci. Lett. 150, 129 (1993) , (7) T. Tiffert & V.L. Lew, J. Physiol. 505, 403 (1997) , (8) J.R. Wu-Wong, et al., Clin. Sci. 103 Suppl.48, 418S (2002) , (9) A. Furuta, et al., Endocr. J. 56, 235 (2009) , (10) R. Chen, et al., Microb. Pathog. 83-84, 29 (2015)
- InChi Key
- HEOJVQZWOLQUDR-UHFFFAOYSA-N
- Smiles
- CC1=CC(OCCOC2=CC(C)=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=C1
MAPTAM is a cell permeable intracellular Ca2+ chelator that can be loaded non-invasive into cells by incubation. MAPTAM itself does not bind calcium, but once inside the cell is converted into it’s derivative Dimethyl-BAPTA by cytoplasmic esterases. This type of calcium chelators are commonly used to form calcium buffers with well-defined calcium concentrations. By injecting the chelators into cells or by incubating cells with the AM ester form of the chelators, one can control the cytosolic calcium concentration, an important means to study the roles of calcium. Key advantages of these calcium chelators include relative insensitivity toward intracellular pH change and fast release of calcium. Recent studies have shown that BAPTA derivative might have microtubule disruptive activity (unrelated to it’s calcium chelating activity) and should be used with caution in studies of cytoskeleton-related cell functions.
Additional information
| Synonyms | 5,5'-Dimethyl-BAPTA-AM, 1,2-Bis(2-amino-5-methylphenoxy)ethane, 1,2-Bis(2-amino-5-methylphenoxy)ethane-N,N,N?,N?-tetraacetic acid tetrakis(acetoxymethyl) ester |
|---|---|
| Purity | ≥94.5% (HPLC) |
| Appearance | White to off-white powder |
| CAS-Number | 147504-94-7 |
| Molecular Formula | C36H44N2O18 |
| Molecular Weight | 792.74 |
| Identity | 1H-NMR |
| Solvents | DMSO, DMF, acetonitrile, ethyl acetate, chloroform |
| Smiles | CC1=CC(OCCOC2=CC(C)=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=C1 |
| InChi Key | HEOJVQZWOLQUDR-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°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. |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) Biochemistry 19, 2396 (1980), (2) R.Y. Tsein, Nature 290, 527 (1981), (3) J.B. Lefkowith, et al., J. Immunol. 149, 1729 (1992), (4) K.A. Birch, et al., J. Cell Biol. 118, 1501 (1992), (5) E. Poch, et al., Biochem. J. 290, 617 (1993), (6) J.M. Dubinsky, Neurosci. Lett. 150, 129 (1993), (7) T. Tiffert & V.L. Lew, J. Physiol. 505, 403 (1997), (8) J.R. Wu-Wong, et al., Clin. Sci. 103 Suppl.48, 418S (2002), (9) A. Furuta, et al., Endocr. J. 56, 235 (2009), (10) R. Chen, et al., Microb. Pathog. 83-84, 29 (2015) |
| InChi | InChI=1S/C36H44N2O18/c1-23-7-9-29(37(15-33(43)53-19-49-25(3)39)16-34(44)54-20-50-26(4)40)31(13-23)47-11-12-48-32-14-24(2)8-10-30(32)38(17-35(45)55-21-51-27(5)41)18-36(46)56-22-52-28(6)42/h7-10,13-14H,11-12,15-22H2,1-6H3 |
| Quantity | 10 mg, 25 mg, Bulk |
