16590

Sigma-Aldrich

Atto 520 maleimide

for fluorescence, ≥90% (coupling rate)

Empirical Formula (Hill Notation):
C28H33ClN4O8
Molecular Weight:
589.04
PubChem Substance ID:
NACRES:
NA.32

Quality Level

grade

for fluorescence

assay

≥90% (coupling rate)

solubility

DMF: soluble
DMSO: soluble
acetonitrile: soluble

suitability

passes test for fluorescence

storage temp.

−20°C

SMILES string

[O-]Cl(=O)(=O)=O.CCNc1cc2OC3=CC(=[NH+]\CC)\C(C)=CC3=C(CCC(=O)NCCN4C(=O)C=CC4=O)c2cc1C

InChI

1S/C28H32N4O4.ClHO4/c1-5-29-22-15-24-20(13-17(22)3)19(21-14-18(4)23(30-6-2)16-25(21)36-24)7-8-26(33)31-11-12-32-27(34)9-10-28(32)35;2-1(3,4)5/h9-10,13-16,29H,5-8,11-12H2,1-4H3,(H,31,33);(H,2,3,4,5)/b30-23-;

InChI key

DGEQWOHLXNEPEL-KZJPCHATSA-N

Application

Atto 520 maleimide utilized for labeling sulfhydryl (thiol) groups of proteins, especially cysteine residues, to fluorescently study changes in conformation, binding, and kinetics .
Atto fluorescent labels are designed for high sensitivity applications, including single molecule detection. Atto labels have rigid structures that do not show any cis-trans-isomerization. Thus these labels display exceptional intensity with minimal spectral shift on conjugation.

Legal Information

This product is for Research use only. In case of intended commercialization, please contact the IP-holder (ATTO-TEC GmbH, Germany) for licensing.

Certificate of Analysis

Certificate of Origin

Vladimir Mekler et al.
The Journal of biological chemistry, 286(1), 270-279 (2010-10-19)
Promoter recognition by RNA polymerase is a key point in gene expression and a target of regulation. Bacterial RNA polymerase binds promoters in the form of the holoenzyme, with the σ specificity subunit being primarily responsible for promoter recognition. Free...
Christopher A Teske et al.
The journal of physical chemistry. B, 109(28), 13811-13817 (2006-07-21)
Confocal laser scanning microscopy (CLSM) is being increasingly used for observing protein uptake in porous chromatography resins. Recent CLSM studies have revealed the possible existence of a nondiffusive protein transport mechanism. Observing protein uptake with CLSM requires labeling the protein...
Siddharth Nanguneri et al.
PloS one, 7(5), e38098-e38098 (2012-06-05)
Three-dimensional fluorescence imaging of thick tissue samples with near-molecular resolution remains a fundamental challenge in the life sciences. To tackle this, we developed tomoSTORM, an approach combining single-molecule localization-based super-resolution microscopy with array tomography of structurally intact brain tissue. Consecutive...
Manoj Kumbhakar et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 10(4), 629-633 (2009-01-30)
Complex dynamics of combined long-range fluorescence resonance energy transfer (FRET) and short-range electron transfer (ET) processes in a single double-stranded DNA (dsDNA) molecule (see figure) reveals that FRET remains almost unaltered in the presence of ET. Present systems also demonstrate...
Hee-Jin Jeong et al.
Biosensors & bioelectronics, 40(1), 17-23 (2012-07-17)
Protein phosphorylation is a key event in intracellular signal transduction, and fluorescent biosensor for the specific phosphorylation event in a target protein is considered highly useful as a tool of cellular biology and drug screening. Vimentin, the most abundant intermediate...

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