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55222

Sigma-Aldrich

6-Carboxytetramethylrhodamine

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

Synonym(s):

6-TAMRA

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About This Item

Empirical Formula (Hill Notation):
C25H22N2O5
CAS Number:
91809-67-5
Molecular Weight:
430.45
MDL number:
MFCD00467559
UNSPSC Code:
12352200
PubChem Substance ID:
57651519
NACRES:
NA.32

description

single isomer

Quality Level

200

product line

BioReagent

Assay

≥90% (HPLC)

form

solid

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.

Storage Class Code

13 - Non 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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1391463V
BCBK9200V
1363924
1391463
429834/1

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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
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
Miguel Tavares Pereira et al.
Frontiers in veterinary science, 7, 625921-625921 (2021-02-27)
In the dog, implantation takes place at approximately 17 days of embryonal life and, while exposed to relatively high circulating progesterone concentrations, embryos presence is required for the formation of decidua. Furthermore, a balance between pro- and anti-inflammatory responses in
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
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