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16805

Sigma-Aldrich

Atto 425 NHS ester

BioReagent, suitable for fluorescence, ≥90% (HPLC)

Synonym(s):

Atto 425-N-hydroxysuccinimide ester

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About This Item

Empirical Formula (Hill Notation):
C26H30N2O8
CAS Number:
892156-28-4
Molecular Weight:
498.53
MDL number:
MFCD04974819
UNSPSC Code:
12352108
PubChem Substance ID:
57647590
NACRES:
NA.32

product line

BioReagent

Quality Level

100

assay

≥90% (HPLC)
≥90% (degree of coupling)

manufacturer/tradename

ATTO-TEC GmbH

solubility

DMF: soluble
DMSO: soluble
H2O: soluble

λ

in ethanol (with 0.1% trifluoroacetic acid)

UV absorption

λ: 422-428 nm Amax

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CCOC(=O)C1=Cc2cc3C(C)CC(C)(C)N(CCCC(=O)ON4C(=O)CCC4=O)c3cc2OC1=O

InChI

1S/C26H30N2O8/c1-5-34-24(32)18-12-16-11-17-15(2)14-26(3,4)27(19(17)13-20(16)35-25(18)33)10-6-7-23(31)36-28-21(29)8-9-22(28)30/h11-13,15H,5-10,14H2,1-4H3

InChI key

PUEQEMDTFPYCDY-UHFFFAOYSA-N

Related Categories

General description

Atto 425 is a member of the commercially available coumarin derivatives.

Application

Atto 425 NHS ester is used in the development of bifunctional fluorescent, inorganic micro-partices (Zeolite L crystals) designed for targeting or imaging mutliple components . Reacts with amino groups or amine modified oliognucleotides to form a stable amine bond. Utilized as an essential component of molecular beacons, which were designed for use in real-time PCR assays to allow for rapid and accurate identification of gram-negative bacteria . When conjugated with benzylguanine, the fluorescence of Atto 425-NHS is quenched but becomes fluorescent upon labeling of the SNAP-tag fusion protein, making this conjugate an ideal candidate for experiments in living cells . Used as one of the donor probes in three-color FRET experiments designed to investigate the kinetics of RNA-protein complex formation .
Atto fluorescent labels are designed for high sensitivity applications, including single molecule detection. Atto labels have rigid structures that do not show any cis-trans-isomerization. Thus these labels display exceptional intensity with minimal spectral shift on conjugation.

Other Notes

Study of stability during one- and two-photon excitation in fluorescence correlation spectroscopy, FCS; employed in triple-color coincidence analysis.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Handbook of Biophotonics: Vol. 2: Photonics for Health Care (2011)
P.S. Dittrich, P. Schwille
Applied Physics B: Lasers and Optics, 73, 829-829 (2001)
Triple FRET: a tool for studying long-range molecular interactions.
Elke Haustein et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 4(7), 745-748 (2003-08-07)
Katrin G Heinze et al.
Biophysical journal, 86(1 Pt 1), 506-516 (2003-12-26)
Confocal fluorescence spectroscopy is a versatile method for studying dynamics and interactions of biomolecules in their native environment with minimal interference with the observed system. Analyzing coincident fluctuations induced by single molecule movement in spectrally distinct detection channels, dual-color fluorescence
Nermin Seda Kehr et al.
Nanoscale, 2(4), 601-605 (2010-07-21)
Microcontact printing (mCP) is used to immobilize dyes and peptides asymmetrically, by a "peptide coupling" reaction, on monolayers of zeolite L crystals in the contact area between the stamp and the surface of the monolayer. Chemically patterned surfaces of monolayers
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