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913669

Sigma-Aldrich

Biotinamidoethyldisulfanyl(2-aminoethane) trifluoroacetic acid

Synonym(s):

N-(2-((2-Aminoethyl)disulfaneyl)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide 2,2,2-trifluoroacetate, Biotin-SS-NH2 TFA, Biotin-cystamine TFA, Cleavable biotin linker

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About This Item

Empirical Formula (Hill Notation):
C16H27F3N4O4S3
CAS Number:
880491-09-8
Molecular Weight:
492.60
UNSPSC Code:
12352106
NACRES:
NA.22

form

powder

Quality Level

100

storage temp.

−20°C

SMILES string

OC(C(F)(F)F)=O.NCCSSCCNC(CCCC[C@H]1[C@]2([H])[C@](NC(N2)=O)([H])CS1)=O

Application

Biotinamidoethyldisulfanyl(2-aminoethane) trifluoroacetic acid (Biotin-SS-NH2 TFA) is a cleavable, biotinylated crosslinkers. The linker can also be used for synthesis of chemical biology tools for labeling target proteins in biological experiments and assays. It possesses dual functionality: enrichment via the biotin and an embedded disulfide bridge for cleavage under reducing conditions.

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Other Notes

Fluorometric assay for tissue transglutaminase-mediated transamidation activity

Convenient Synthesis of Photoaffinity Probes and Evaluation of Their Labeling Abilities

A simple photo-affinity labeling protocol

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Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

913669-50MG:
913669-VAR:
913669-BULK:

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Toshiyuki Kan et al.
Organic letters, 9(11), 2055-2058 (2007-05-08)
Convenient synthesis of a variety of photoaffinity probes was accomplished by utilizing our Ns strategy and novel resin. The synthetic probes were evaluated via the labeling ability with the preseniline 1 C-terminal fragments, which was identified as a therapeutic target
Claudio Gnaccarini et al.
Bioorganic & medicinal chemistry, 17(17), 6354-6359 (2009-08-08)
Herein, we report the development of a direct discontinuous fluorometric transamidation assay for determining tissue transglutaminase (TG2) activity. In the assay reaction, TG2 catalyzes the formation of a biotin-fluorophore conjugate, using a fluorescent, high affinity gamma-glutamyl donor substrate and a

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