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Merck
CN

21955

5(6)-Carboxytetramethylrhodamine N-succinimidyl ester

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

Key Documents

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Product Name

5(6)-Carboxytetramethylrhodamine N-succinimidyl ester, BioReagent, suitable for fluorescence, ≥70% (coupling to amines)

form

powder

InChI key

CXYYHBMOVJJZTD-UHFFFAOYSA-N

product line

BioReagent

assay

≥70% (coupling to amines)

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

SMILES string

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

solubility

DMF: soluble
acetonitrile: soluble
methanol: soluble

fluorescence

λex 543 nm; λem 576 nm in methanol
λex 554 nm; λem 584 nm in 0.1 M phosphate pH 8.0

suitability

suitable for fluorescence

storage temp.

−20°C

Quality Level

100

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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.

Other Notes

Rhodamine derived label for amine modification and protein conjugation

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6332
BCCK1903
BCCK9621
BCCD3616
BCCB2595

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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
Divyamani Srinivasan et al.
PloS one, 6(3), e17732-e17732 (2011-03-23)
Cell-penetrating peptides (CPPs) can transport macromolecular cargos into live cells. However, the cellular delivery efficiency of these reagents is often suboptimal because CPP-cargo conjugates typically remain trapped inside endosomes. Interestingly, irradiation of fluorescently labeled CPPs with light increases the release
E. Koller
Appl. Fluoresc. Technol., 3, 20-20 (1991)
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
Yoshiaki Yano et al.
Biochemistry, 41(9), 3073-3080 (2002-02-28)
Investigation of interactions between hydrophobic model peptides and lipid bilayers is perhaps the only way to elucidate the principles of the folding and stability of membrane proteins (White, S. H., and Wimley, W. C. (1998) Biochim. Biophys. Acta 1367, 339-352).
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