TMA-DPH

Chemodex
Product Code: CDX-T0043
Supplier: Chemodex
CodeSizePrice
CDX-T0043-M02525 mg£213.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short term storage:+20°C. Long term storage:+4°C.

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Chemical Structure

Chemical Structure

Documents

Further Information

Alternate Names/Synonyms:
N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium p-toluenesulfonate; 1,6-Diphenyl-1,3,5-hexatriene-4'-trimethylammonium tosylate; 1-(4-Trimethylammoniophenyl)-6-phenyl-1,3,5-hexatriene p-toluenesulfonate
Appearance:
Yellow, dark yellow to beige powder.
CAS:
115534-33-3
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C21H24N.C7H8O3S/c1-22(2,3)21-17-15-20(16-18-21)14-8-5-4-7-11-19-12-9-6-10-13-19;1-6-2-4-7(5-3-6)11(8,9)10/h4-18H,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1/b5-4+,11-7+,14-8+;
InChiKey:
ZKARERKEBVSZCX-VMDDUYISSA-M
Long Description:
Chemical. CAS: 115534-33-3. Formula: C21H24N . C7H7O3S. MW: 461.62. TMA-DPH is a fluorescent probe for membrane fluidity measurements in artificial and living membrane systems. Acts as an anchor at the lipid/water interface. Specifically and rapidly incorporating into the plasma membrane and between the membranes and the buffer. It is especially useful in the study of monolayer dynamics of lipoproteins and similar analogous systems, exocytosis kinetics and similar systems. TMA-DPH is cylinder-shaped and has fluorescence emission transition dipoles that are basically aligned parallel to its long molecular axis. As such, it is very sensitive to reorientation resulting from interactions with surrounding lipids. TMA-DPH is widely used in fluorescence polarization studies of rotational motion. Spectral Data: lambdaex 355 nm; lambdaem ~430 nm in methanol or DMSO.
MDL:
MFCD08061358
Molecular Formula:
C21H24N . C7H7O3S
Molecular Weight:
461.62
Package Type:
Vial
Product Description:
TMA-DPH is a fluorescent probe for membrane fluidity measurements in artificial and living membrane systems. Acts as an anchor at the lipid/water interface. Specifically and rapidly incorporating into the plasma membrane and between the membranes and the buffer. It is especially useful in the study of monolayer dynamics of lipoproteins and similar analogous systems, exocytosis kinetics and similar systems. TMA-DPH is cylinder-shaped and has fluorescence emission transition dipoles that are basically aligned parallel to its long molecular axis. As such, it is very sensitive to reorientation resulting from interactions with surrounding lipids. TMA-DPH is widely used in fluorescence polarization studies of rotational motion. Spectral Data: lambdaex 355 nm; lambdaem ~430 nm in methanol or DMSO.
Purity:
>96% (TLC)
SMILES:
C[N+](C)(C)C(C=C1)=CC=C1/C=C/C=C/C=C/C2=CC=CC=C2.CC3=CC=C(S([O-])(=O)=O)C=C3
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or methanol (1mg/ml).
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) D. Illinger, et al.; Cell Biophys. 14, 17 (1989) | (2) C. Maire, et al.; Biorheology 29, 507 (1992) | (3) G. Ferretti, et al.; Biochim. Biophys. Acta 1147, 245 (1993) | (4) D. Illinger, et al.; J. Cell Biol. 125, 783 (1994) | (5) D. Illinger, et al.; Biochim. Biophys. Acta 1239, 58 (1995) | (6) J. Matko & P. Nagy; J. Photochem. Photobiol. B 40, 120 (1997) | (7) C. Saldana, et al.; J. Membr. Biol. 190, 75 (2002) | (8) B. Chazotte; Cold Spring Harb. Protoc. (2011) | (9) A.M.T.M. do Canto, et al.; Biochim. Biophys. Acta 1858, 2647 (2016)