55222

Sigma-Aldrich

6-Carboxytetramethylrhodamine

BioReagent, suitable for fluorescence, ≥90% (HPLC)

Synonym(s):
6-TAMRA
Empirical Formula (Hill Notation):
C25H22N2O5
CAS Number:
Molecular Weight:
430.45
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

description

single isomer

product line

BioReagent

assay

≥90% (HPLC)

solubility

DMSO: soluble
methanol: soluble

fluorescence

λex 543 nm; λem 575 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

SMILES string

CN(C)c1ccc2c(OC3=C\C(C=CC3=C2c4cc(ccc4C([O-])=O)C(O)=O)=[N+](\C)C)c1

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)20-11-14(24(28)29)5-8-17(20)25(30)31/h5-13H,1-4H3,(H-,28,29,30,31)

InChI key

COCMHKNAGZHBDZ-UHFFFAOYSA-N

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Application

6-Carboxytetramethylrhodamine (6-TAMRA) is used to create fluorescent DNA probes and labeled proteins/peptides. The corresponding succinimidyl ester is a single isomer fluorophore most commonly used in automated DNA sequencing.
The corresponding succinimidyl ester is a single isomer fluorophore most commonly used in automated DNA sequencing.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Yutaka Ueno et al.
Micromachines, 11(9) (2020-09-16)
This study introduces a modeling method for a supermolecular structure of microtubules for the development of a force generation material using motor proteins. 3D imaging by confocal laser scanning microscopy (CLSM) was used to obtain 3D volume density data. The...
Redouane Bouchaala et al.
Colloids and surfaces. B, Biointerfaces, 156, 414-421 (2017-05-30)
Light is an attractive trigger for release of active molecules from nanocarriers in biological systems. Here, we describe a phenomenon of light-induced release of a fluorescent dye from lipid nano-droplets under visible light conditions. Using auto-emulsification process we prepared nanoemulsion...
Patrick A Marcotte et al.
Analytical biochemistry, 332(1), 90-99 (2004-08-11)
A novel fluorescent substrate was devised for the sirtuin (SIRT) class of human protein deacetylases comprised of a peptide sequence containing a single acetyl-lysine residue, with a fluorescent group (tetramethylrhodamine-6-carboxylic acid, 6-TAMRA) near the carboxyl terminus and a nonfluorescent quenching...
Mingwei Shao et al.
Communications biology, 3(1), 527-527 (2020-09-25)
Fungal-bacterial associations are present in nature, playing important roles in ecological, evolutionary and medicinal processes. Here we report a fungus-bacterial symbiont from marine sediment. The bacterium lives inside the fungal mycelium yet is robust enough to survive independent of its...
Kevin J Landmark et al.
ACS nano, 2(4), 773-783 (2009-02-12)
Organic-coated superparamagnetic iron oxide nanoparticles (OC-SPIONs) were synthesized and characterized by transmission electron microscopy and X-ray photoelectron spectroscopy. OC-SPIONs were transferred from organic media into water using poly(amidoamine) dendrimers modified with 6-TAMRA fluorescent dye and folic acid molecules. The saturation...

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