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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 MFCD04040681

  •  PubChem Substance ID 57650025

  •  NACRES NA.32

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Properties

Related Categories Atto Labels, Biochemicals and Reagents, Fluorescence, Fluorescent Labeling of Sulfhydryls, Fluorescent Labels,
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

Description

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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