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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

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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	36799	37291
Sigma-Aldrich 21953 5(6)-Carboxytetramethylrhodamine	Sigma-Aldrich 94506 Tetramethylrhodamine-5-maleimide	Sigma-Aldrich 36799 7-(Diethylamino)coumarin-3-carboxylic acid	Sigma-Aldrich 37291 Dihydroethidium
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 409 nm; λ_em 473 nm in 0.1 M Tris pH 9.0	fluorescence λ_ex 358 nm; λ_em 461 nm, λ_ex 392 nm; λ_em 410 nm in methanol
solubility DMF: soluble, DMSO: soluble	solubility DMSO: soluble, methanol: soluble	solubility DMF: soluble, DMSO: soluble	solubility acetonitrile: soluble, methanol: soluble
form solid	form powder	form -	form solid
assay ≥85% (sum of isomers, HPCE)	assay ≥85% (HPLC)	assay ≥98.0% (HPCE)	assay ≥95% (HPCE)
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 100

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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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