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HomeProduct name listSuccinimidyl 6-(biotinamido)hexanoate

Succinimidyl 6-(biotinamido)hexanoate

Synonym(s):(+)-Biotinamidocaproate N-hydroxysuccinimidyl ester;Biotin-X-NHS, Water-Soluble;N-(+)-Biotinyl-6-aminocaproic acid N-succinimidyl ester;N-(+)-Biotinyl-6-aminohexanoic acid NHS ester;N-Succinimidyl N-biotinyl-6-aminocaproate

Succinimidyl 6-(biotinamido)hexanoate Structural

What is Succinimidyl 6-(biotinamido)hexanoate?

Description

Biotin-LC-NHS Ester has an extended spacer arm which helps to minimize steric hindrance. The membrane permeability of this reagent allows it to be used for intracellular labeling. It can react efficiently with primary amino (-NH2) to form stable, irreversible amide bonds.

Chemical properties

Succinimidyl 6-(biotinamido)hexanoate is White Solid

The Uses of Succinimidyl 6-(biotinamido)hexanoate

Succinimidyl 6-(biotinamido)hexanoate is a biotinylation reagent incorporating an aminocaproyl “spacer”. This can reduce the steric hindrance in binding avidin to some biotinylated compounds when used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin Capture System. This system avoids the direct interaction of a captured antibody with solid surfaces, such as plastics, which may reduce antigenicity. It has also been used to enhance the detection of DNA on nitrocellulose. Has also been used as a cell surface labelling reagent

The Uses of Succinimidyl 6-(biotinamido)hexanoate

Has been used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin solid surfaces, such as plastics, which may reduce antigenicity. It has also been used to enhance the detection of DNA on nitrocellulose. Spacer Arm:

The Uses of Succinimidyl 6-(biotinamido)hexanoate

A biotinylation reagent incorporating an aminocaproyl pacer? This can reduce the steric hindrance in binding avidin to some biotinylated compounds when used to biotinylate both the antibody and the carrier in the Protein Avidin-Biotin Capture Sy

What are the applications of Application

Succinimidyl-6-(biotinamido) Hexanoate is a biotinylation reagent

Biological Activity

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.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.

storage

Store at -20°C

Purification Methods

Dissolve ~400mg of the ester in dry propan-2-ol (~25mL) with gentle heating. Reduce the volume to ~10mL by gentle boiling and allow the solution to cool. Decant the supernatant carefully from the white crystals, dry the crystals in a vacuum over P2O5 at 60o overnight. This material gives one spot on TLC. [Costello et al. Clin Chem 25 1572 1979, Kincaid et al. Methods Enzymol 159 619 1988.]

Properties of Succinimidyl 6-(biotinamido)hexanoate

Melting point: 169-171 °C
Density  1.35±0.1 g/cm3(Predicted)
storage temp.  -20°C
solubility  H2O: ≤2 mg/mL with sonication
form  powder
pka 13.90±0.40(Predicted)
color  White to Off-White
BRN  3577403
Stability: Moisture Sensitive
CAS DataBase Reference 72040-63-2(CAS DataBase Reference)

Safety information for Succinimidyl 6-(biotinamido)hexanoate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H332:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Succinimidyl 6-(biotinamido)hexanoate

InChIKey UVGHPGOONBRLCX-NJSLBKSFSA-N

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