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Sulfo-NHS-SS-Biotin

Reagent used to attach biotin to primary amines CAS# 325143-98-4

Sulfo-NHS-SS-Biotin

2D Structure

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Sulfo-NHS-SS-Biotin

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Chemical Properties of Sulfo-NHS-SS-Biotin

Cas No. 325143-98-4 SDF Download SDF
PubChem ID 71571496 Appearance Powder
Formula C19H27N4NaO9S4 M.Wt 606.7
Type of Compound N/A Storage Desiccate at -20°C
Solubility >30.3mg/mL in DMSO
Chemical Name sodium;1-[3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethyldisulfanyl]propanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate
SMILES C1C(C(=O)N(C1=O)OC(=O)CCSSCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3)S(=O)(=O)[O-].[Na+]
Standard InChIKey IBKZNJXGCYVTBZ-IDBHZBAZSA-M
Standard InChI InChI=1S/C19H28N4O9S4.Na/c24-14(4-2-1-3-12-17-11(10-33-12)21-19(28)22-17)20-6-8-35-34-7-5-16(26)32-23-15(25)9-13(18(23)27)36(29,30)31;/h11-13,17H,1-10H2,(H,20,24)(H2,21,22,28)(H,29,30,31);/q;+1/p-1/t11-,12-,13?,17-;/m0./s1
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.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Sulfo-NHS-SS-Biotin

DescriptionSulfo-NHS-SS-Biotin is a water-soluble, NHS-ester biotinylation reagent

Sulfo-NHS-SS-Biotin Dilution Calculator

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Sulfo-NHS-SS-Biotin Molarity Calculator

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Preparing Stock Solutions of Sulfo-NHS-SS-Biotin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6483 mL 8.2413 mL 16.4826 mL 32.9652 mL 41.2065 mL
5 mM 0.3297 mL 1.6483 mL 3.2965 mL 6.593 mL 8.2413 mL
10 mM 0.1648 mL 0.8241 mL 1.6483 mL 3.2965 mL 4.1207 mL
50 mM 0.033 mL 0.1648 mL 0.3297 mL 0.6593 mL 0.8241 mL
100 mM 0.0165 mL 0.0824 mL 0.1648 mL 0.3297 mL 0.4121 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Sulfo-NHS-SS-Biotin

Sulfo-NHS-SS-biotin(sulfosuccinimidyl-20(biotinamido)ethyl-1,3-dithiopropionate) is a long-chain cleavable amine-reactive biotinylation reagent. The presence of the negatively charged sulfonate group in the chemical structure of sulfo-NHS-SS-biotin makes it a water-soluble biotinylation reagent that can be directly added to aqueous reactions without prior dissolution of organic solvents. Although no prior dissolution is required, an aqueous stock solution of sulfo-NHS-SS-biotin must be prepared rapidly and used immediately in case of the occurrence of hydrolysis of the active ester. Sulfo-NHS-SS-biotin has been used to react with amine-containing proteins and other molecules forming a complex which further interacts with avidin or streptavidin probes and to purify targeted molecules using affinity chromatography on a column of immobilized avidin or streptavidin.

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.

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References on Sulfo-NHS-SS-Biotin

Sulfo-NHS-SS-biotin derivatization: a versatile tool for MALDI mass analysis of PTMs in lysine-rich proteins.[Pubmed:24449390]

Proteomics. 2014 Mar;14(6):659-67.

The discovery of PTMs in proteins by MS requires nearly complete sequence coverage of the detected proteolytic peptides. Unfortunately, mass spectrometric analysis of the desired sequence fragments is often impeded due to low ionization efficiency and/or signal suppression in complex samples. When several lysine residues are in close proximity tryptic peptides may be too short for mass analysis. Moreover, modified peptides often appear in low stoichiometry and need to be enriched before analysis. We present here how the use of Sulfo-NHS-SS-Biotin derivatization of lysine side chain can help to detect PTMs in lysine-rich proteins. This label leads to a mass shift which can be adjusted by reduction of the SS bridge and alkylation with different reagents. Low intensity peptides can be enriched by use of streptavidin beads. Using this method, the functionally relevant protein kinase A phosphorylation site in 5-lipoxygenase was detected for the first time by MS. Additionally, methylation and acetylation could be unambiguously determined in histones.

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