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6-Carboxy-tetramethylrhodamine N-succinimidyl ester

Name: 6-Carboxy-tetramethylrhodamine <I>N</I>-succinimidyl ester
Brand: SIGMA

BioReagent, suitable for fluorescence

Synonym(s):

"5-Carboxytetramethylrhodamine N-succinimidyl ester"

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₂₅N₃O₇

CAS Number:

150810-69-8

Molecular Weight:

527.52

UNSPSC Code:

12352202

NACRES:

NA.21

MDL number:

MFCD03453266

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Properties

product line

BioReagent

Quality Level

200

form

powder

solubility

DMF: 2 mg/mL, clear, acetonitrile: soluble

fluorescence

λ_ex 543 nm; λ_em 575 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

[N+](=[c]1cc2[o]c3c(c(c2cc1)c4c(ccc(c4)C(=O)ON5C(=O)CCC5=O)C(=O)[O-])ccc(c3)N(C)C)(C)C

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)22-13-16(5-8-19(22)28(35)36)29(37)39-32-25(33)11-12-26(32)34/h5-10,13-15H,11-12H2,1-4H3

InChI key

PAOQTZWNYMMSEE-UHFFFAOYSA-N

Description

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent labeling of peptides after chemical modification[1]; Fluorescent labeling of aminoglycoside antibiotics[2]

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This Item	21953	94506	46935
Sigma-Aldrich 88997 6-Carboxy-tetramethylrhodamine N-succinimidyl ester	Sigma-Aldrich 21953 5(6)-Carboxytetramethylrhodamine	Sigma-Aldrich 94506 Tetramethylrhodamine-5-maleimide	Sigma-Aldrich 46935 6-[Fluorescein-5(6)-carboxamido]hexanoic acid
suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence
fluorescence λ_ex 543 nm; λ_em 575 nm in 0.1 M phosphate pH 7.0	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
application(s) diagnostic assay manufacturing hematology histology	application(s) -	application(s) -	application(s) -
form powder	form solid	form powder	form solid
solubility DMF: 2 mg/mL, clear, acetonitrile: soluble	solubility DMF: soluble, DMSO: soluble	solubility DMSO: soluble, methanol: soluble	solubility DMF: soluble, DMSO: soluble
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 200

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Solid-phase synthesis and application of double-fluorescent-labeled lipopeptides, containing a CTL-epitope from the measles fusion protein.

P Hoogerhout et al.

The journal of peptide research : official journal of the American Peptide Society, 54(5), 436-443 (1999-11-24)

The mechanism which enables lipopeptides to induce cytotoxicity is not known. By preparing fluorescent-labeled lipopeptides one might unravel the mechanism of their entry into the cell and their intracellular pathway. A method of preparing double-fluorescent-labeled peptides by solid-phase chemistry is

RNA molecules that specifically and stoichiometrically bind aminoglycoside antibiotics with high affinities.

Y Wang et al.

Biochemistry, 35(38), 12338-12346 (1996-09-24)

RNA aptamers had previously been selected which were able to bind to the aminoglycoside antibiotic tobramycin with high affinity (Wang & Rando, 1995). Consensus sequences are found in a variety of constructs, and these sequences were mapped to stem-loop regions

S.J. Bark et al.

Journal of the American Chemical Society, 122, 3567-3567 (2000)

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