NHS-SS-BiotinReagent used to attach biotin to primary amines CAS# 142439-92-7 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 142439-92-7 | SDF | Download SDF |
| PubChem ID | 71312116 | Appearance | Powder |
| Formula | C22H33N5O7S3 | M.Wt | 575.72 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in water | ||
| Chemical Name | (2,5-dioxopyrrolidin-1-yl) 3-[[3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethylamino]-3-oxopropyl]disulfanyl]propanoate | ||
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCSSCCC(=O)NCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3 | ||
| Standard InChIKey | LWPHUVGDBNUVHA-GXZWQRSESA-N | ||
| Standard InChI | InChI=1S/C22H33N5O7S3/c28-16(4-2-1-3-15-21-14(13-35-15)25-22(33)26-21)23-9-10-24-17(29)7-11-36-37-12-8-20(32)34-27-18(30)5-6-19(27)31/h14-15,21H,1-13H2,(H,23,28)(H,24,29)(H2,25,26,33)/t14-,15-,21-/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. |
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| 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. |
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| 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. | ||
| Description | NHS-SS-Biotin is a cell-permeable and amine-reactive biotinylation reagent. | |||||
| Targets | proteins | |||||
NHS-SS-Biotin Dilution Calculator
NHS-SS-Biotin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.737 mL | 8.6848 mL | 17.3696 mL | 34.7391 mL | 43.4239 mL |
| 5 mM | 0.3474 mL | 1.737 mL | 3.4739 mL | 6.9478 mL | 8.6848 mL |
| 10 mM | 0.1737 mL | 0.8685 mL | 1.737 mL | 3.4739 mL | 4.3424 mL |
| 50 mM | 0.0347 mL | 0.1737 mL | 0.3474 mL | 0.6948 mL | 0.8685 mL |
| 100 mM | 0.0174 mL | 0.0868 mL | 0.1737 mL | 0.3474 mL | 0.4342 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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NHS-SS-biotin (Succinimidyl-2-(biotinamido)-ethyl-1,3-dithiopropionate) is a long-chain cleavable amine-reactive biotinylation reagent that has a spacer arm of 24.3 A in length due to the existence of a cross-bridge within its chemical structure. The long spacer arm creates an increased length between a covalently modified molecule and the bicyclic biotin rings that greatly enhances the ability of the molecule to bind to avidin or streptavidin probes. The NHS ester group of NHS-SS-biotin reacts with the amine groups of proteins and other molecule forming an amide bond and releasing of sulfo-NHS. NHS-SS-Biotin is a water-insoluble molecule that requires the dissolution of organic solvents prior to be added to aqueous reactions.
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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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.
