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53048

Sigma-Aldrich

5-Carboxy-tetramethylrhodamine N-succinimidyl ester

BioReagent, suitable for fluorescence

Synonym(s):

"4-Carboxytetramethylrhodamine N-succinimidyl ester", 5-TAMRA

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About This Item

Empirical Formula (Hill Notation):
C29H25N3O7
CAS Number:
150810-68-7
Molecular Weight:
527.52
MDL number:
MFCD03453223
UNSPSC Code:
12352116
PubChem Substance ID:
57651396
NACRES:
NA.32

product line

BioReagent

solubility

DMF: soluble
acetonitrile: soluble

fluorescence

λex 543 nm; λem 578 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CN(C)c1ccc2c(OC3=C\C(C=CC3=C2c4ccc(cc4C([O-])=O)C(=O)ON5C(=O)CCC5=O)=[N+](\C)C)c1

InChI

1S/C29H25N3O7/c1-30(2)17-6-9-20-23(14-17)38-24-15-18(31(3)4)7-10-21(24)27(20)19-8-5-16(13-22(19)28(35)36)29(37)39-32-25(33)11-12-26(32)34/h5-10,13-15H,11-12H2,1-4H3

InChI key

VWFRSNKRTNUMET-UHFFFAOYSA-N

Application

5-Carboxy-tetramethylrhodamine N-succinimidyl ester (5-TAMRA) is used as an amine coupling reagent to form 5-carboxy-tetramethylrhodamine (5-TAMRA) derivatized compounds. 5-TAMRA derivatized compounds may be used in applications as enzyme substrates, molecular probes, molecular beacons and as fluorescence resonance energy transfer (FRET) partners.

Other Notes

Fluorescent labeling of DNA and RNA

related product

Product No.
Description
Pricing

924083

TAMRA-a-TCO

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

Certificates of Analysis (COA)

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D Proudnikov et al.
Nucleic acids research, 24(22), 4535-4542 (1996-11-15)
Several procedures have been described for fluorescent labeling of DNA and RNA. They are based on the introduction of aldehyde groups by partial depurination of DNA or oxidation of the 3'-terminal ribonucleoside in RNA by sodium periodate. Fluorescent labels with
Deenan Santhiya et al.
The journal of physical chemistry. B, 114(22), 7602-7608 (2010-05-18)
Possible interaction mechanisms between oligonucleotide (DNA) of 14 base pairs with cetyl trimethyl ammonium bromide (CTAB) were postulated based on fluorescence and fluorescence resonance energy transfer (FRET) studies. Detailed FRET investigations were carried out by fluorometric titrations of the surfactant
Elke Duchardt-Ferner et al.
Nucleic acids research, 48(2), 949-961 (2019-11-23)
RNA aptamers-artificially created RNAs with high affinity and selectivity for their target ligand generated from random sequence pools-are versatile tools in the fields of biotechnology and medicine. On a more fundamental level, they also further our general understanding of RNA-ligand
Erki Enkvist et al.
Organic & biomolecular chemistry, 10(43), 8645-8653 (2012-10-04)
Up-regulation of an acidophilic protein kinase, CK2, has been established in several types of cancer. This cognition has made CK2 an important target for drug development for cancer chemotherapy. The characterization of potential drug candidates, determination of the structure and
Angela Vaasa et al.
Analytical biochemistry, 385(1), 85-93 (2008-11-20)
The bisubstrate fluorescent probe ARC-583 (Adc-Ahx-(D-Arg)(6)-d-Lys(5-TAMRA)-NH2) and its application for the characterization of both ATP- and protein/peptide substrate-competitive inhibitors of protein kinases PKA (cyclic AMP-dependent protein kinase) and ROCK (rho kinase) in fluorescence polarization-based assay are described. High affinity of
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