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Merck
CN

C2734

5-Carboxytetramethylrhodamine

≥95% purity (HPLC), solid

Synonym(s):

5-TAMRA

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About This Item

Empirical Formula (Hill Notation):
C25H22N2O5
CAS Number:
91809-66-4
Molecular Weight:
430.45
UNSPSC Code:
12171500
NACRES:
NA.47
MDL number:
MFCD01073638

Key Documents

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Product Name

5-Carboxytetramethylrhodamine,

SMILES string

N(C)(C)c1cc2[o+]c3c(c(c2cc1)c4c(cc(cc4)C(=O)[O-])C(=O)O)ccc(c3)N(C)C

InChI

1S/C25H22N2O5/c1-26(2)15-6-9-18-21(12-15)32-22-13-16(27(3)4)7-10-19(22)23(18)17-8-5-14(24(28)29)11-20(17)25(30)31/h5-13H,1-4H3,(H-,28,29,30,31)

InChI key

YMZMTOFQCVHHFB-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

solubility

water: slightly soluble

ε (extinction coefficient)

≥85000-97000 at 539-545 nm in methanol

fluorescence

λex ~543 nm; λem ~570 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

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Application

5-Carboxytetramethylrhodamine has been used in fluorophore characterization.

Biochem/physiol Actions

5-Carboxytetramethylrhodamine can be covalently attached to the DNA and is thereby used in studies involving branched and duplex DNA/RNA structures. It is mainly used for single-molecule studies. 5-Carboxytetramethylrhodamine is also used for the labelling of oligosaccharide for laser-induced fluorescence detection.

General description

An important fluorophore prepared in high purtity with a detection limit of TMR-labeled amino acids by capillary electrophoresis of approx. 600 molecules. Readily excited by the 546 nm spectral line from mercury-arc lamps used in fluorescent microscopes, and is intrinsically more photostable than fluorescein.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6671
MKCR5570
MKCQ1970
MKCM5246
MKCH9058

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G Vámosi et al.
Biophysical journal, 71(2), 972-994 (1996-08-01)
Fluorescence steady-state and lifetime experiments have been carried out on duplex and single-stranded DNA molecules labeled at the 5' ends with 5-carboxytetramethylrhodamine (TMRh). The temperature and ionic strength of the solutions were varied over large ranges. The results reveal at
Limary M Cancel et al.
Scientific reports, 8(1), 9265-9265 (2018-06-20)
We investigated the effects of direct current stimulation (DCS) on fluid and solute transport across endothelial cell (EC) monolayers in vitro. Our motivation was transcranial direct current stimulation (tDCS) that has been investigated for treatment of neuropsychiatric disorders, to enhance
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Nature plants, 6(9), 1179-1191 (2020-09-09)
The thylakoid membranes of cyanobacteria form a complex intracellular membrane system with a distinctive proteome. The sites of biogenesis of thylakoid proteins remain uncertain, as do the signals that direct thylakoid membrane-integral proteins to the thylakoids rather than to the
Giovanni Luongo et al.
ACS applied materials & interfaces, 9(46), 40059-40069 (2017-10-13)
Iron oxide nanostructures have been widely developed for biomedical applications because of their magnetic properties and biocompatibility. In clinical applications, stabilization of these nanostructures against aggregation and nonspecific interactions is typically achieved using weakly anchored polysaccharides, with better-defined and more
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Pimenta S, et al.
Journal of Biomedical Optics, 23(10), 105004-105004 (2018)
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