16805

Sigma-Aldrich

Atto 425 NHS ester

BioReagent, suitable for fluorescence

Synonym(s):
Atto 425-N-hydroxysuccinimide ester
Empirical Formula (Hill Notation):
C26H30N2O8
CAS Number:
Molecular Weight:
498.53
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

product line

BioReagent

solubility

DMF: soluble
DMSO: soluble
H2O: soluble

fluorescence

λex 437 nm; λem 483 nm in 0.1 M phosphate pH 7.0

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

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.

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

Certificate of Analysis

Certificate of Origin

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)
Richard S Agnes et al.
Journal of the American Chemical Society, 132(17), 6075-6080 (2010-04-13)
A fluorescent sensor of protein kinase activity has been developed and used to characterize the compartmentalized location of cAMP-dependent protein kinase activity in mitochondria. The sensor functions via a phosphorylation-induced release of a quencher from a peptide-based substrate, producing a...
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...
Frequency domain fluorescence microspectrometry: Application to cellular uptake and drug distribution.
Praus, P., et al.
Spectroscopy: An International Journal, 24, 303-307 (2010)

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