Iodoacetyl-LC-BiotinSulfhydryl-reactive biotinylation agent CAS# 93285-75-7 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 93285-75-7 | SDF | Download SDF |
| PubChem ID | 125043 | Appearance | Powder |
| Formula | C18H31IN4O3S | M.Wt | 510.43 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Dissolve protein at a concentration of 1-10 mg/mL in 100 mM sodium phosphate buffer, pH 7.0- 7.5 | ||
| Chemical Name | 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[(2-iodoacetyl)amino]hexyl]pentanamide | ||
| SMILES | C1C2C(C(S1)CCCCC(=O)NCCCCCCNC(=O)CI)NC(=O)N2 | ||
| Standard InChIKey | DNXDWMHPTVQBIP-ZQIUZPCESA-N | ||
| Standard InChI | InChI=1S/C18H31IN4O3S/c19-11-16(25)21-10-6-2-1-5-9-20-15(24)8-4-3-7-14-17-13(12-27-14)22-18(26)23-17/h13-14,17H,1-12H2,(H,20,24)(H,21,25)(H2,22,23,26)/t13-,14-,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. |
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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 | Iodoacetyl-LC-Biotin is a haloacetyl-activated sulfhydryl-reactive biotinylation reagent. | |||||
| Targets | protein cysteines | molecules containing sulfhydryl groups | ||||
Iodoacetyl-LC-Biotin Dilution Calculator
Iodoacetyl-LC-Biotin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.9591 mL | 9.7957 mL | 19.5913 mL | 39.1826 mL | 48.9783 mL |
| 5 mM | 0.3918 mL | 1.9591 mL | 3.9183 mL | 7.8365 mL | 9.7957 mL |
| 10 mM | 0.1959 mL | 0.9796 mL | 1.9591 mL | 3.9183 mL | 4.8978 mL |
| 50 mM | 0.0392 mL | 0.1959 mL | 0.3918 mL | 0.7837 mL | 0.9796 mL |
| 100 mM | 0.0196 mL | 0.098 mL | 0.1959 mL | 0.3918 mL | 0.4898 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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Iodoacetyl-LC-Biotin (N-iodoacetyl-N-biotinylhexylenediamine), a sulfhydryl-reactive biotinylation agent, is a water-insoluble reagent that requires the dissolution of suitable solvents, including dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), prior to the addition into aqueous reactions. Iodoacetyl-LC-Biotin consists of a bicyclic biotin rings structure, a 1,6-diaminohexane spacer group attached to the valeric acid side chain of biotin and an iodoacetyl group at the end of the spacer providing sulfhydryl reactivity. The iodoacetyl group at the end of Iodoacetyl-LC-Biotin is able to react with sulfhydryl groups on proteins and other molecules forming a nonreversible bond. The long spacer arm of Iodoacetyl-LC-Biotin enables the modified molecule to better bind to the avidin or streptavidin probes.
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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Instability of the biotin-protein bond in human plasma.[Pubmed:15051531]
Anal Biochem. 2004 Apr 15;327(2):156-61.
Labeling proteins with biotin offers an alternative to labeling with radioisotopes for pharmacokinetic studies in humans. However, stability of the biotin-protein bond is a critical tacit assumption. Using release of biotin from immunoglobulin G as the outcome, we individually evaluated stability of the biotin label produced by six biotinylation agents: biotin PEO-amine, 5-(biotinamido)-pentylamine, Iodoacetyl-LC-Biotin, NHS-LC-biotin, sulfo-NHS-LC-biotin, and biotin-LC-hydrazide. Each of the six biotinylated proteins was incubated at room temperature for 4h in human plasma or in phosphate-buffered saline (control). Free biotin was separated from the biotinylated protein by ultrafiltration and quantitated by avidin-binding assay. For each biotinylation reagent, biotin release was significantly increased by plasma (p < 0.0001 vs control by unpaired t test). Moreover, the hydrazide bond was also unstable in buffer. Biotin remaining on the protein was quantitated directly using capture of europium-streptavidin by the immobilized biotinylated immunoglobulin G. Consistent with biotin release data, streptavidin capture was reduced by plasma to 8% of control. We conclude that all of the biotinylating agents produce biotin-protein bonds that are susceptible to hydrolysis by factors present in human plasma; five of six are stable in buffer.
