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5(6)-Carboxytetramethylrhodamine

Name: 5(6)-Carboxytetramethylrhodamine
Brand: SIGMA

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

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₂₂N₂O₅

CAS Number:

98181-63-6

Molecular Weight:

430.45

NACRES:

NA.32

PubChem Substance ID:

329752227

UNSPSC Code:

12352116

MDL number:

MFCD16661194

Pricing and availability is not currently available.

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Properties

product line

BioReagent

Quality Segment

100

assay

≥85% (sum of isomers, HPCE)

form

solid

mp

≥300 °C (lit.)

solubility

DMF: soluble, DMSO: soluble

fluorescence

λ_ex 543 nm; λ_em 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

Description

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.

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This Item	94506	46935	21882
Sigma-Aldrich 21953 5(6)-Carboxytetramethylrhodamine	Sigma-Aldrich 94506 Tetramethylrhodamine-5-maleimide	Sigma-Aldrich 46935 6-[Fluorescein-5(6)-carboxamido]hexanoic acid	Sigma-Aldrich 21882 5(6)-Carboxy-2′,7′-dichlorofluorescein
suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence
fluorescence λ_ex 543 nm; λ_em 572 nm in methanol	fluorescence λ_ex 543 nm; λ_em 575 nm in 0.1 M phosphate pH 7.0	fluorescence λ_ex 491 nm; λ_em 515 nm in 0.1 M Tris pH 9.0	fluorescence λ_ex 504 nm; λ_em 529 nm in 0.1 M Tris pH 8.0
form solid	form powder	form solid	form solid
solubility DMF: soluble, DMSO: soluble	solubility DMSO: soluble, methanol: soluble	solubility DMF: soluble, DMSO: soluble	solubility DMF: soluble, DMSO: soluble, H₂O: soluble (pH ≥ 5)
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 100
assay ≥85% (sum of isomers, HPCE)	assay ≥85% (HPLC)	assay ≥90% (HPCE)	assay ≥95% (TLC)

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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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In vitro and in vivo evaluation of a water-in-oil microemulsion system for enhanced peptide intestinal delivery.

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

Upconversion nanoparticle based LRET system for sensitive detection of MRSA DNA sequence.

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)

A FRET-based screening assay for nucleic acid ligands.

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.

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Global Trade Item Number

SKU	GTIN
21953-100MG-F	04061833488775
21953-500MG-F	04061838776006

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