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MilliporeSigma

94506

Tetramethylrhodamine-5-maleimide

suitable for fluorescence, ≥85% (HPLC)

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$199.00

5 MG

$682.00

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About This Item

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

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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

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This Item
219531850788997
suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

-

suitability

suitable for fluorescence

fluorescence

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

fluorescence

λex 543 nm; λem 572 nm in methanol

fluorescence

λex 563 nm; λem 592 nm in 0.1 M phosphate pH 7.0

fluorescence

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

form

powder

form

solid

form

powder

form

powder

solubility

DMSO: soluble, methanol: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

-

solubility

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

assay

≥85% (HPLC)

assay

≥85% (sum of isomers, HPCE)

assay

>90.0% (HPLC)

assay

-

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

Application

Tetramethylrhodamine-5-maleimide has been used:
  • to concentrate the eluate and in labeling to create IRE1LDS112C[1]
  • to derivatize green fluorescent protein (GFP) on Cys48 for experiments with the extrinsic fluorescent probe[2]
  • to incubate the single solvent exposed cys mutant to perform protein labeling[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Labeling reagent for protein thiols for cytofluorescence[4]

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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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)
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)
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)
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)

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