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Merck
CN

94506

Tetramethylrhodamine-5-maleimide

suitable for fluorescence, ≥85% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C28H23N3O5
CAS Number:
174568-67-3
Molecular Weight:
481.50
UNSPSC Code:
12352116
NACRES:
NA.32
MDL number:
MFCD01311091

Key Documents

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Product Name

Tetramethylrhodamine-5-maleimide, suitable for fluorescence, ≥85% (HPLC)

SMILES string

N5(C(=O)C=CC5=O)c1cc(c(cc1)C2=C3CC=C(C=C3Oc4c2ccc(c4)N(C)C)N(C)C)C(=O)O

InChI

1S/C28H25N3O5/c1-29(2)16-5-9-20-23(14-16)36-24-15-17(30(3)4)6-10-21(24)27(20)19-8-7-18(13-22(19)28(34)35)31-25(32)11-12-26(31)33/h5-9,11-15H,10H2,1-4H3,(H,34,35)

InChI key

KGFLZYXDJDOIEE-UHFFFAOYSA-N

assay

≥85% (HPLC)

form

powder

solubility

DMSO: soluble
methanol: soluble

fluorescence

λex 543 nm; λem 575 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

storage temp.

−20°C

Quality Level

100

Related Categories

Application

Tetramethylrhodamine-5-maleimide has been used:
  • to concentrate the eluate and in labeling to create IRE1LDS112C
  • to derivatize green fluorescent protein (GFP) on Cys48 for experiments with the extrinsic fluorescent probe
  • to incubate the single solvent exposed cys mutant to perform protein labeling

Other Notes

Labeling reagent for protein thiols for cytofluorescence

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
BCCN8704
BCCL5486
BCCH5690
BCCD2987
BCBZ9990

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Specific stereochemistry of OP-1074 disrupts estrogen receptor alpha helix 12 and confers pure antiestrogenic activity
Fanning SW, et al.,
Nature Communications, 9(1), 2368-2368 (2018)
Cytofluorescence techniques for the visualization of distinct pools of protein thiols at the single cell level.
Alfonso Pompella et al.
Methods in molecular biology (Clifton, N.J.), 196, 305-312 (2002-08-03)
Effect of the point mutation H148G on GFPmut2 unfolding kinetics by fluorescence spectroscopy
Bosisio C, et al.
Biophysical Chemistry, 157(1-3), 24-32 (2011)
A J-protein co-chaperone recruits BiP to monomerize IRE1 and repress the unfolded protein response
Amin-WN, et al.
Cell, 171(7), 1625-1637 (2017)

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