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Sigma-Aldrich

5(6)-Carboxytetramethylrhodamine

BioReagent, suitable for fluorescence, ≥85% (sum of isomers, HPCE)

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Empirical Formula (Hill Notation):
C25H22N2O5
CAS Number:
98181-63-6
Molecular Weight:
430.45
MDL number:
MFCD16661194
PubChem Substance ID:
329752227
NACRES:
NA.32

product line

BioReagent

Quality Level

100

Assay

≥85% (sum of isomers, HPCE)

form

solid

mp

≥300 °C (lit.)

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 543 nm; λem 572 nm in methanol

suitability

suitable for fluorescence

SMILES string

CN(C)c1ccc2c(Oc3cc(ccc3C24OC(=O)c5cc(ccc45)C(O)=O)N(C)C)c1.CN(C)c6ccc7c(Oc8cc(ccc8C79OC(=O)c%10ccc(cc9%10)C(O)=O)N(C)C)c6

InChI

1S/2C25H22N2O5/c1-26(2)15-6-9-19-21(12-15)31-22-13-16(27(3)4)7-10-20(22)25(19)18-8-5-14(23(28)29)11-17(18)24(30)32-25;1-26(2)15-6-9-18-21(12-15)31-22-13-16(27(3)4)7-10-19(22)25(18)20-11-14(23(28)29)5-8-17(20)24(30)32-25/h2*5-13H,1-4H3,(H,28,29)

InChI key

LBUFYZITRTUEFI-UHFFFAOYSA-N

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Application

5(6)-Carboxytetramethylrhodamine (TAMRA, TMR) may be used as a fluorescence probe to study the distribution of molecules such as cell-penetrating peptides (CPPs) and as fluorescence partner in applications such as two-dimensional fluorescence intensity distribution analysis (2D-FIDA), luminescence resonance energy transfer (LRET) and fluorescence resonance energy transfer (FRET).
Reacts with primary and secondary amine groups on proteins, nucleic acids and other biomolecules.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jinliang Liu et al.
Biosensors & bioelectronics, 43, 252-256 (2013-01-16)
In this short communication we report an efficient and versatile method for the detection of methicillin-resistant staphylococcus aureus (MRSA) DNA sequence with high sensitivity and specificity. This method is based on upconversion nanoparticles (UCNs) and luminescence resonance energy transfer (LRET)
Daniel Renčiuk et al.
Methods (San Diego, Calif.), 57(1), 122-128 (2012-04-03)
Some of the most serious diseases are characterized by the presence of a specific secondary structure within DNA or RNA, often in the promoter or the coding region of the responsible gene, that enhances or disrupts expression of the protein.
Dongyun Liu et al.
The AAPS journal, 15(1), 288-298 (2012-12-01)
Peptide and protein drugs have become the new generation of therapeutics, yet most of them are only available as injections, and reports on oral local intestinal delivery of peptides and proteins are quite limited. The aim of this work was
Yoshiaki Yano et al.
Biochemistry, 41(9), 3073-3080 (2002-02-28)
Investigation of interactions between hydrophobic model peptides and lipid bilayers is perhaps the only way to elucidate the principles of the folding and stability of membrane proteins (White, S. H., and Wimley, W. C. (1998) Biochim. Biophys. Acta 1367, 339-352).
P Kask et al.
Biophysical journal, 78(4), 1703-1713 (2000-03-29)
A method of sample analysis is presented which is based on fitting a joint distribution of photon count numbers. In experiments, fluorescence from a microscopic volume containing a fluctuating number of molecules is monitored by two detectors, using a confocal
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