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Merck

902020

Desthiobiotin-PEG3-Azide

Synonym(s):

(4S,5R)-N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]-5-methyl-2-oxo-4-imidazolidinehexanamide

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About This Item

Empirical Formula (Hill Notation):
C18H34N6O5
CAS Number:
Molecular Weight:
414.50
UNSPSC Code:
51171641
NACRES:
NA.22
MDL number:
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form

paste

storage temp.

−20°C

SMILES string

[N+](=[N-])=NCCOCCOCCOCCNC(=O)CCCCC[C@@H]1NC(=O)N[C@@H]1C

InChI

1S/C18H34N6O5/c1-15-16(23-18(26)22-15)5-3-2-4-6-17(25)20-7-9-27-11-13-29-14-12-28-10-8-21-24-19/h15-16H,2-14H2,1H3,(H,20,25)(H2,22,23,26)/t15-,16+/m1/s1

InChI key

JIQVKRRASYKCEL-CVEARBPZSA-N

Application

Desthiobiotin is a single-ring, sulfur-free analog of biotin that binds to streptavidin with nearly equal specificity but less affinity than biotin (Kd = 1011 vs. 1015 M, respectively). Consequently, desthiobiotinylated proteins can be eluted readily and specifically from streptavidin affinity resin using mild conditions based on competitive displacement with free biotin. For pull-down experiments with biological samples, this soft-release characteristic of desthiobiotin also helps to minimize co-purification of endogenous biotinylated molecules, which remain bound to streptavidin upon elution of the target protein complexes with free biotin.


Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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