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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:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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