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Merck
CN

41061

Atto 610 maleimide

BioReagent, suitable for fluorescence, ≥90% (coupling to thiols)

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About This Item

Empirical Formula (Hill Notation):
C31H37ClN4O7
Molecular Weight:
613.10
NACRES:
NA.32
PubChem Substance ID:
57650025
UNSPSC Code:
12352200
MDL number:
MFCD04040681

Key Documents

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Product Name

Atto 610 maleimide, BioReagent, suitable for fluorescence, ≥90% (coupling to thiols)

InChI

1S/C31H36N4O3.ClHO4/c1-31(2)25-19-24(33(3)4)10-9-21(25)17-23-18-22-7-5-14-34(27(22)20-26(23)31)15-6-8-28(36)32-13-16-35-29(37)11-12-30(35)38;2-1(3,4)5/h9-12,17-20H,5-8,13-16H2,1-4H3;(H,2,3,4,5)

SMILES string

[O-]Cl(=O)(=O)=O.C\[N+](C)=C1/C=CC2=Cc3cc4CCCN(CCCC(=O)NCCN5C(=O)C=CC5=O)c4cc3C(C)(C)C2=C1

InChI key

NIZBDUMEZAIMFT-UHFFFAOYSA-N

product line

BioReagent

assay

≥90% (coupling to thiols)

form

powder

manufacturer/tradename

ATTO-TEC GmbH

fluorescence

λex 610 nm; λem 637 nm in 0.1 M phosphate pH 7.0, 2-mercaptoethanol

suitability

suitable for fluorescence

storage temp.

−20°C

Application

Atto 610 belongs to a new generation of fluorescent labels invented by ATTO-TEC. The dye is designed for application in the area of life science, e.g. labeling of DNA, RNA or proteins. Characteristic features of the label are strong absorption, high fluorescence quantum yield, high photostability, good water solubility, and very little triplet formation. Atto 610 is a pH sensitive product. While practically stable up to pH 8.5, it slowly degrades at higher pH. 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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ3367
BCBL1966V
443023/1

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Shi-Wei Lin et al.
Journal of chromatography. A, 1192(1), 198-201 (2008-04-15)
This paper presents a novel method regarding a wavelength-resolved fluorescence detection scheme for high-throughput analysis of bio-samples in a micro-CE chip. Instead of using the conventional laser-induced fluorescence (LIF) microscope equipped with delicate spatial filters and complex control systems, this
Jessica L Felhofer et al.
Electrophoresis, 31(15), 2469-2486 (2010-07-29)
Over the last years, there has been an explosion in the number of developments and applications of CE and microchip-CE. In part, this growth has been the direct consequence of recent developments in instrumentation associated with CE. This review, which
Lu Liu et al.
Biochemistry, 45(36), 10865-10872 (2006-09-07)
Serpins regulate serine proteases by forming metastable covalent complexes with their targets. The protease docks with the serpin and cleaves the serpin's reactive center loop (RCL) forming an acylenzyme intermediate. Cleavage triggers insertion of the RCL into beta sheet A
Lu Liu et al.
Protein science : a publication of the Protein Society, 16(11), 2403-2411 (2007-10-27)
Serpins inhibit serine proteases by mechanically disrupting the protease active site. The protease first reacts with the serpin's reactive center loop (RCL) to form an acylenzyme. Then the RCL inserts into a beta-sheet in the body of the serpin, translocating
A membrane-bound antiparallel dimer of rat islet amyloid polypeptide.
Abhinav Nath et al.
Angewandte Chemie (International ed. in English), 50(46), 10859-10862 (2011-09-29)
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