Biotin-HPDP

- Overview
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    Background
    
    Biotin-HPDP (N-[6-(biotinamido)hexyl]-3’-(2’-pyridyldithio)propionamide), 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. Biotin-HPDP consists of a bicyclic biotin rings structure, a 1,6-diaminohexane spacer group attached to the valeric acid side chain of biotin and a sulfhydryl-reactive group at the end of the spacer. The pyridyl disulfide group at the end of biotin-HPDP is able to react with free thiol groups on proteins and other molecules forming a disulfide bond and releasing pyridine-2-thione. The long spacer arm of biotin-HPDP 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.
- Properties
  - Categories
    
    Sulfhydryl-reactive biotinylation reagent, pyridyldithiol-activated
    
    Alternative Name
    
    BiotinHPDP; 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[3-(pyridin-2-yldisulfanyl)propanoylamino]hexyl]pentanamide
    
    CAS Number
    
    129179-83-5
    
    Molecular Formula
    
    C24H37N5O3S3
    
    Molecular Weight
    
    539.78
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    insoluble in H2O; ≥101.4 mg/mL in DMSO; ≥8.29 mg/mL in EtOH with ultrasonic
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    C1C2C(C(S1)CCCCC(=O)NCCCCCCNC(=O)CCSSC3=CC=CC=N3)NC(=O)N2
    
    * For Research Use Only
- Reference
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    2. Bahat A, Lahav O, et al. "Targeting Spt5-Pol II by Small-Molecule Inhibitors Uncouples Distinct Activities and Reveals Additional Regulatory Roles." Mol Cell. 2019 Sep 25. pii: S1097-2765(19)30663-X. PMID:31564557
    3. Wei CHEN, Fang-Ling ZHAN, et al. "Detection of S-palmitoylated Proteins in Mouse Heart Tissue Based on Different Precipitation Methods." Chinese Journal of Analytical Chemistry Volume 47, Issue 1, January 2019, Pages 30-37
    4. Das S, Shklyaev OE, et al. "Harnessing catalytic pumps for directional delivery of microparticles in microchambers. "Nat Commun. 2017 Feb 17;8:14384. PMID:28211454
    5. Ortiz-Rivera, Isamar, et al. "Convective flow reversal in self-powered enzyme micropumps." Proceedings of the National Academy of Sciences 113.10 (2016): 2585-2590. PMID:26903618
    6. Sambeeta Das. "DESIGNS FOR DIRECTING MOTION AT THE MICRO-AND NANOSCALE." The Pennsylvania State University.August 2016.
    7.Isamar Ortiz‐Rivera, Taylor M.Courtney,Ayusman Sen. "Enzyme Micropump‐Based Inhibitor Assays." Advanced Functional Materials.April 5, 2016.