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Sigma-Aldrich

EDANS NovaTag®_resin

Novabiochem®

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Synonym(s):
EDANS-MPB-AM resin

Quality Level

product line

NovaSyn® TG
Novabiochem®

form

beads

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

amine

storage temp.

15-25°C

General description

The EDANS/dabcyl fluorophore-quencher pair is one of the most commonly-used for FRET peptides, owing to excellent spectral overlap between the emission spectrum of EDANS and absorbance spectrum of dabcyl [1]. The introduction of the EDANS moiety is traditionally achieved either by coupling of a peptide fragment to EDANS in solution [1, 2] or through the use of a pre-formed derivative, such as Fmoc-Glu(EDANS)-OH [3]. Novabiochem′s EDANS resin enables for the first time the direct synthesis of C-terminally EDANS-labeled peptides by solid phase synthesis [4]. Loading of the first residue requires acylation of the resin-bound secondary amine and is, therefore, best carried out using HATU activation. Chain extension and cleavage can then be effected using standard methods. EDANS NovaTag resin has been recently employed to prepare fluorescently labeled aminoalkane diphenyl phosphonate affinity probes for chymotrypsin- and elastase-like serine proteases [5].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins Literature references

[1] G. T. Wang, et al. (1990) Tetrahedron Lett., 31, 6493.
[2] C. Garcia-Echeverria & D. H. Rich (1992) Febs Lett., 297, 100.
[3] J. W. Drijfhout, et al. in ′Peptides, Chemistry, Structure& Biology, Proc. 14th American Peptide Symposium′, P. T. P. Kaumaya &R. S. Hodges (Eds), Kingswinford, Mayflower Scientific Ltd., 1996, pp. 129.
[4] J. Beythien & P. White (2005) Tetrahedron Lett., 46,101.
[5] B. F. Gilmore, et al. (2009) Bioconjugate Chem., 20, 2098.

Linkage

Replaces: 04-12-3904

Analysis Note

Color (visual): white to yellow to brown
Appearance of substance (visual): beads
Loading (determined from the substitution of the Fmoc-Leu loaded resin): 0.30 - 0.60 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly styrene - 1 & DVB 100 - 200 mesh

Legal Information

NOVASYN is a registered trademark of Merck KGaA, Darmstadt, Germany
NOVATAG is a registered trademark of Merck KGaA, Darmstadt, Germany
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Articles

Chromogenic and fluorogenic derivatives are invaluable tools for biochemistry, having numerous applications in enzymology, protein chemistry, immunology and histochemistry.

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