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

Catalog No.A8004
Size Price Stock Qty
100mg
$60.00
In stock
1g
$430.00
In stock

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Sample solution is provided at 25 µL, 10mM.

Product Citations

1. Zhu J, Lee KY, et al. "Epilepsy-associated gene Nedd4-2 mediates neuronal activity and seizure susceptibility through AMPA receptors." PLoS Genet. 2017 Feb 17;13(2):e1006634. PMID:28212375

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Chemical structure

NHS-LC-Biotin

Related Biological Data

NHS-LC-Biotin

Related Biological Data

NHS-LC-Biotin

Related Biological Data

NHS-LC-Biotin

Biological Activity

Description NHS-LC-Biotin is a amine-reactive biotinylation agent
Targets            
IC50            

Protocol

Biotinylation method [1]:

Sample

S. aureus

Preparation method

Soluble in DMSO or DMF.

Reaction Conditions

60 mg/ml, room temperature for 1 h.

Applications

Fixed cell suspensions of S. aureus were diluted to a 2% cell suspension in 0.2 M NaHCO3, pH 8.3. NHS-LC-biotin freshly dissolved in DMSO at a concentration of 60 mg/ml, was added to the cell suspension subsequently. After gentle tumble mixing for 60min at room temperature, the reaction was stopped by removal of excess biotin via gel filtration over a PD-10 column and washed extensively in 0.01 mM Tris-buffered 0.15 M NaCl (TBS). Successful protein biotinylation was examining their reactivity with alkaline phosphatase-conjugated streptavidin(AP-STRAV). AP-STRAV binding was detected as a function of pNPP hydrolysis.

References:

[1]. TRUC NGUYEN, BERHANE GHEBREHIWET, AND ELLINOR I. B. PEERSCHKE. Staphylococcus aureus Protein A Recognizes Platelet gC1qR/p33: a Novel Mechanism for Staphylococcal Interactions with Platelets. INFECTION AND IMMUNITY 2000, p. 2061–2068.

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Chemical Properties

Cas No. 72040-63-2 SDF Download SDF
Synonyms Succinimidyl 6-(biotinamido)hexanoate
Chemical Name (2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate
Canonical SMILES C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3
Formula C20H30N4O6S M.Wt 454.54
Solubility >22.7mg/mL in DMSO Storage Store at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Features

• Protein labeling—biotinylate antibodies or other proteins for detection or purification using streptavidin probes or resins
• Intracellular labeling—membrane-permeable, can be used to label inside cells
• Amine-reactive—reacts with primary amines (-NH2), such as the side-chain of lysines (K) or the N-terminal-amine
• Irreversible—forms permanent amide bonds; spacer arm cannot be cleaved
• Solubility—water insoluble, must be dissolved in DMSO or DMF before further dilution in aqueous buffers
• Medium length—spacer arm is 22.4 angstroms; it consists of the biotin valeric acid group extended by a 6-atom chain

Background

NHS-LC-biotin (succinimidyl-6-(biotinamindo)hexanoate), also known as NHS-X-biotin is a derivative of D-biotin, a amine-reactive biotinylation agent, that contains a spacer arm off the valeric acid side chain of D-biotin with an NHS ester group at its end. The NHS ester group at the end of NHS-LC-biotin covalently binds to amine groups in proteins and other molecules forming a stable amide linkage and releasing the NHS group. The 6-aminocaproic acid spacer of NHS-LC-biotin greatly increases the length between a covalently modified molecule and the bicyclic biotin rings leading to a better binding potential for avidin or streptavidin probes. NHS-LC-biotin is insoluble in aqueous environments requiring the dissolution of organic solvents prior to the addition to a buffered reaction.

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.