41061

Sigma-Aldrich

Atto 610 maleimide

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

Empirical Formula (Hill Notation):
C31H37ClN4O7
Molecular Weight:
613.10
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

product line

BioReagent

assay

≥90% (coupling to thiols)

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

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

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)

InChI key

NIZBDUMEZAIMFT-UHFFFAOYSA-N

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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)
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...
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...
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...

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