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18507

Sigma-Aldrich

Atto 565 maleimide

BioReagent, suitable for fluorescence

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Empirical Formula (Hill Notation):
C37H37ClN4O10
Molecular Weight:
733.16
MDL number:
UNSPSC Code:
12352111
NACRES:
NA.32

product line

BioReagent

Quality Level

Assay

>90.0% (HPLC)

form

powder

manufacturer/tradename

ATTO-TEC GmbH

transmittance

254 nm
565 nm

fluorescence

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

λ

(ethanol with 0.1% trifluoroacetic acid)

UV absorption

λ: 560-566 nm Amax

suitability

corresponds for coupling to thiols
suitable for fluorescence

storage temp.

−20°C

Application

Atto 565 is a new label with high molecular absorption (120.000) and quantum yield (0.9) as well as sufficient stoke′s shift (excitation maximum 563 nm, emission maximum 592 nm). Due to an insignificant triplet formation rate it is well suited for single molecule detection applications. Maleimides are well suited for coupling to thiol groups. This is similar to iodacetamides, but maleimides do react more thiol selective. They do not show significant reaction with histidine or methionine. Hydrolysis of maleimides to a mixture of isomeric nonreactive maleamic acids can compete significantly with thiol modification, particularly above pH 8. Maleimides may be used for labeling of amines, which usually requires a higher pH than reaction of maleimides with thiols.

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Shadi Ferdosi et al.
Journal of proteome research, 17(1), 543-558 (2017-11-14)
Glycans represent a promising but only marginally accessed source of cancer markers. We previously reported the development of a molecularly bottom-up approach to plasma and serum (P/S) glycomics based on glycan linkage analysis that captures features such as α2-6 sialylation
Lukasz Krzemiński et al.
The journal of physical chemistry. B, 115(43), 12607-12614 (2011-09-24)
Recently, studies have been reported in which fluorescently labeled redox proteins have been studied with a combination of spectroscopy and electrochemistry. In order to understand the effect of the dye on the protein-electrode interaction, voltammetry and surface analysis have been
Suman Lata et al.
Journal of the American Chemical Society, 128(7), 2365-2372 (2006-02-16)
Labeling of proteins with fluorescent dyes offers powerful means for monitoring protein interactions in vitro and in live cells. Only a few techniques for noncovalent fluorescence labeling with well-defined localization of the attached dye are currently available. Here, we present
Thiol reactive probes and chemosensors.
Peng H, Chen W, Cheng Y, et al.
Sensors, 12, 15907-15946 (2012)
Limin Ma et al.
The Analyst, 137(21), 5046-5050 (2012-09-13)
4-Nitro-1,8-naphthalic anhydride (NNA) was used to distinguish cysteine from homocysteine and other potentially interfering thiols through a novel sequential substitution mechanism. The discrimination involves a blue-fluorescent thioether formation via nucleophilic aromatic substitution of the nitro group by thiol, followed by

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