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21953

Sigma-Aldrich

5(6)-Carboxytetramethylrhodamine

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
MDL number:
MFCD16661194
UNSPSC Code:
12352116
PubChem Substance ID:
329752227
NACRES:
NA.32

product line

BioReagent

Quality Level

100

Assay

≥85% (sum of isomers, HPCE)

form

solid

mp

≥300 °C (lit.)

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 543 nm; λem 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

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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.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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