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5(6)-Carboxytetramethylrhodamine N-succinimidyl ester

Name: 5(6)-Carboxytetramethylrhodamine <I>N</I>-succinimidyl ester
Brand: SIGMA

BioReagent, suitable for fluorescence, ≥70% (coupling to amines)

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₂₅N₃O₇

CAS Number:

150408-83-6

Molecular Weight:

527.52

UNSPSC Code:

12352116

NACRES:

NA.32

PubChem Substance ID:

57647956

MDL number:

MFCD00077324

Beilstein/REAXYS Number:

8739319

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Properties

product line

BioReagent

Quality Segment

100

assay

≥70% (coupling to amines)

form

powder

solubility

DMF: soluble, acetonitrile: soluble, methanol: soluble

fluorescence

λ_ex 543 nm; λ_em 576 nm in methanol, λ_ex 554 nm; λ_em 584 nm in 0.1 M phosphate pH 8.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CN(C)c1ccc2c(Oc3cc(ccc3C24OC(=O)c5cc(ccc45)C(=O)ON6C(=O)CCC6=O)N(C)C)c1

InChI

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

InChI key

CXYYHBMOVJJZTD-UHFFFAOYSA-N

Description

Application

5(6)-Carboxytetramethylrhodamine N-succinimidyl ester (TMR-SE) is used as an amine coupling reagent to form 5(6)-carboxytetramethylrhodamine (TMR) derivatized compounds such as proteins and drugs.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Rhodamine derived label for amine modification and protein conjugation[1]

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This Item	41969	53048	88997
Sigma-Aldrich 21955 5(6)-Carboxytetramethylrhodamine N-succinimidyl ester	Sigma-Aldrich 41969 5-Carboxy-X-rhodamine N-succinimidyl ester	Sigma-Aldrich 53048 5-Carboxy-tetramethylrhodamine N-succinimidyl ester	Sigma-Aldrich 88997 6-Carboxy-tetramethylrhodamine N-succinimidyl ester
suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence
fluorescence λ_ex 543 nm; λ_em 576 nm in methanol, λ_ex 554 nm; λ_em 584 nm in 0.1 M phosphate pH 8.0	fluorescence λ_ex 575 nm; λ_em 600 nm in 0.1 M phosphate pH 7.0	fluorescence λ_ex 543 nm; λ_em 578 nm in 0.1 M phosphate pH 7.0	fluorescence λ_ex 543 nm; λ_em 575 nm in 0.1 M phosphate pH 7.0
form powder	form powder	form -	form powder
solubility DMF: soluble, methanol: soluble, acetonitrile: soluble	solubility DMF: soluble, acetonitrile: soluble	solubility DMF: soluble, acetonitrile: soluble	solubility DMF: 2 mg/mL, clear, acetonitrile: soluble
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
assay ≥70% (coupling to amines)	assay -	assay -	assay -

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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Enhancing solid phase synthesis by a noncovalent protection strategy-efficient coupling of rhodamine to resin-bound peptide nucleic acids.

L D Mayfield et al.

Bioorganic & medicinal chemistry letters, 9(10), 1419-1422 (1999-06-09)

Resins for solid-phase synthesis can affect coupling efficiencies by interacting with reactants. We have observed that polyethylene glycol-polystyrene (PEG-PS) solid support absorbs added activated fluorophores, preventing efficient labeling of peptide nucleic acids (PNAs). We now report that addition of an

E. Koller

Appl. Fluoresc. Technol., 3, 20-20 (1991)

Two-dimensional fluorescence intensity distribution analysis: theory and applications.

P Kask et al.

Biophysical journal, 78(4), 1703-1713 (2000-03-29)

A method of sample analysis is presented which is based on fitting a joint distribution of photon count numbers. In experiments, fluorescence from a microscopic volume containing a fluctuating number of molecules is monitored by two detectors, using a confocal

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Global Trade Item Number

SKU	GTIN
21955-25MG	04061838776020

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