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Biotinyl tyramide

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Biotinyl tyramide Basic information

Product Name:
Biotinyl tyramide
Synonyms:
  • 1H-Thieno[3,4-d]iMidazole-4-pentanaMide, hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-, (3aS,4S,6aR)-
  • (3aS,4S,6aR)-Hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide
  • Biotin Tyramide
  • D-(+)-Biotin-tyramine amide
  • N-(4-Hydroxyphenethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide
  • 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide
  • (3aS,4S,6aR)-hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-1H...
  • TSA,Biotinyl tyramide,inhibit,Inhibitor
CAS:
41994-02-9
MF:
C18H25N3O3S
MW:
363.47
Product Categories:
  • Biotin Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:
41994-02-9.mol
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Biotinyl tyramide Chemical Properties

Boiling point:
735.8±60.0 °C(Predicted)
Density 
1.227±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 20 mg/ml)
pka
10.01±0.15(Predicted)
form 
solid
color 
White
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChI
InChI=1S/C18H25N3O3S/c22-13-7-5-12(6-8-13)9-10-19-16(23)4-2-1-3-15-17-14(11-25-15)20-18(24)21-17/h5-8,14-15,17,22H,1-4,9-11H2,(H,19,23)(H2,20,21,24)/t14-,15-,17-/m0/s1
InChIKey
VZWXNOBHWODXCW-ZOBUZTSGSA-N
SMILES
C1(=O)N[C@]2([H])[C@H](CCCCC(NCCC3=CC=C(O)C=C3)=O)SC[C@]2([H])N1
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Biotinyl tyramide Usage And Synthesis

Description

Biotinyl tyramide is a reagent that has been used for tyramide signal amplification (TSA) via catalyzed reporter deposition (CARD). In CARD, a reporter enzyme, such as horseradish peroxidase (HRP) conjugated to a secondary antibody, is bound to the target of interest and catalyzes the covalent deposition of biotinyl tyramide to the sample. The sample is then probed by a detector, such as streptavidin-HRP, allowing detection via chromogenic or fluorescent methods. Biotinyl tyramide has been used in immunohistochemistry, ELISA, Western blot, and in situ hybridization applications.

Uses

Biotinyl Tyramide is a Biotin (B389040) derivative, a growth factor present in minute amounts in every living cell. Plays an indispensable role in numerous naturally occurring carboxylation reactions. Occurs mainly bound to proteins or polypeptides. The richest sources are liver, kidney, pancreas, yeast, and milk. The biotin content of cancerous tumors is higher than that of normal tissue.

Solubility in water

Biotinyl tyramide is supplied as a solid. A stock solution may be made by dissolving the biotin tyramide in the solvent of choice, which should be purged with an inert gas. It is soluble in organic solvents such as DMS0 and dimethyl formamide. The solubility of biotinyl tyramide in these solvents is approximately 30 mg/ml.
This product is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, biotinyl tyramide should first be dissolved in DMSO and then diluted with the aqueous buffer of choice. Biotinyl tyramide has a solubility of approximately 0.16 mg/ml in a 1:5 solution of DMSO: PBS(pH 7.2) using this method.

storage

Store at -20°C

References

1) Bobrow?et al.?(1989),?Catalyzed reporter deposition, a novel method of signal amplification. Application to immunoassays; J. Immunol. Methods,?125?279 2) Evans?et al.?(2003),?Optimization of biotinyl-tyramide-based in situ hybridization for sensitive background-free applications in formalin-fixed, paraffin-embedded tissue specimens; BMC. Clin. Pathol.,?3?2 3) Draerova?et al.?(2013),?Quantification of a-tubulin by sandwich ELISA with signal amplification through niotinyl-tyramide or immune-PCR; J. Immunol. Methods,?395?63 4) Einarson and Sen (2017),?Self-biotinylation of DNA G-quadruplexes via intrinsic peroxidase activity; Nucleic Acids Res.,?45?9813 5) Hwang and Espenshade (2016),?Proximity-dependent biotin labelling in yeast using the engineered ascorbate peroxidase APEX2; Biochem. J.,?473?2463

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