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Sulfo-NHS-LC-Biotin
Amine-reactive biotinylation reagent, long chain

Sulfo-NHS-LC-Biotin

Catalog No. A8003
Size Price Stock Qty
100mg $80.00 In stock
1g $450.00 In stock

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1.Lorin, Charlotte, Isabelle Vögeli, and Ernst Niggli. "Dystrophic cardiomyopathy: role of TRPV2 channels in stretch-induced cell damage." Cardiovascular research 106.1 (2015): 153-162. PMID:25616416

Quality Control

Chemical structure

Sulfo-NHS-LC-Biotin

Related Biological Data

Sulfo-NHS-LC-Biotin

Biological Activity

Description Sulfo-NHS-LC-Biotin is an intermediate length, water-soluble biotinyltation reagent used to attach biotin to primary amines.
Targets            
IC50            

Protocol

Biotinylation method [1]:

Sample

Cardiomyocytes

Preparation method

Soluble in Water. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reaction Conditions

0.5 mg/ml, 37ºC for 2 h

Applications

Sulfo-NHS-LC-Biotin was dissolved in PBS at a concentration of 0.5 mg/ml. then it was incubated with cardiomyocytes at 37ºC for 2 h. After that the cells were washed twice in cold PBS with 100 mM glycine and twice in cold PBS alone to remove the excess biotin reagent. To capture biotinylated proteins, 100 μl of streptavidin agarose resin were incubated with each 100 μg of samples for 16 hours at 4ºC. Captured proteins were eluted at 60ºC for 30 min with Laemmli 2X sample buffer which contain 40 mg/mL of dithiothreitol and they were analyzed by Western blot with primary antibodies.

References:

[1]. Charlotte Lorin, Isabelle Vögeli, Ernst Niggli. Dystrophic cardiomyopathy - role of TRPV2 channels in stretch-induced cell damage. Cardiovascular Research, 2015.

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Chemical Properties

Cas No. 127062-22-0 SDF Download SDF
Synonyms Biotinamidohexanoic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt
Chemical Name 2,5-dioxo-1-[6-[5-(2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl)pentanoylamino]hexanoyloxy]pyrrolidine-3-sulfonic acid;sodium
Canonical SMILES C1C(C(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3)S(=O)(=O)O.[Na]
Formula C20H29N4NaO9S2 M.Wt 556.6
Solubility Soluble in DMSO Storage Desiccate at -20°C
General tips

    Sulfo-NHS-LC-Biotin is moisture-sensitive. If the vial of reagent has been stored cold, fully equilibrate vial to room temperature before opening to avoid moisture condensation inside the container. Do not prepare stock solutions for storage, and dissolve the biotin reagent immediately before use.

    Avoid buffers containing primary amines (e.g., Tris or glycine) as these will compete with the reaction.

Shipping Condition Product is shipped at ambient temperature.

Features

• Protein labeling—biotinylate antibodies to facilitate immobilization, purification or detection using streptavidin resins or probes
• Cell surface labeling—do not penetrate the plasma membrane, biotinylates only surface proteins of whole cells
• Amine-reactive—reacts with primary amines (-NH2), such as lysine side-chains, or the N-terminal-amine
• Soluble—charged sulfo-NHS group increases reagent water solubility compared to ordinary NHS-ester compounds
• Irreversible—forms permanent amide bonds; spacer arm cannot be cleaved
• Medium length—spacer arm is 22.4 angstroms; provides excellent balance between adequate length (minimal steric hindrance for biotin binding) and modest mass

Principle

Background

Sulfo-NHS-LC-biotin (Sulfosuccinimidyl 6-(biotinamido) Hexanoate) is an amine-reactive biotinylation agent. As a water-soluble analog of NHS-LC-biotin, Sulfo-NHS-LC-biotin contains a negatively charged sulfonate group on the NHS ring structure, which creates sufficient polarity within the molecule and allows it to be directly added into aqueous reactions without prior dissolution of organic solvents. Sulfo-NHS-LC-biotin covalently binds to amine groups in proteins and other molecules through its NHS ester forming an amide linkage and releasing N-Hydroxysuccinimide. Sulfo-NHS-LC-biotin has a greater length (22.4 A) between a covalently modified molecule and the bicyclic biotin rings than NHS-biotin (13.5 A), which provides the probes a greater opportunity to reach the binding sites deeply buried inside the surface plane of proteins.

Reference

Bioconjugate Techniques , 2nd ed. By Greg T.Hermanson  (Pierce Biotechnology, Thermo Fisher Scientific, Rockford, IL).  Academic Press  (an imprint of Elsevier):  London, Amsterdam, Burlington, San Diego . 2008. ISBN 978-0-12-370501-3.