A probe for sulfenylated proteins
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BCN-E-BCN

Item No. 21287

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
bis(((1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-yl)methyl) ethane-1,2-diyldicarbamate
Synonyms
  • Click Tag™ BCN-E-BCN
Molecular Formula
C24H32N2O4
Formula Weight
412.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1mg/mLDMSO: 3mg/mLDMSO:PBS(pH 7.2) (1:3): 25 mg/mL
SMILES
O=C(NCCNC(OC[C@H]1[C@]2([H])[C@@]1([H])CCC#CCC2)=O)OC[C@H]3[C@]4([H])[C@@]3([H])CCC#CCC4
InChi Code
InChI=1S/C24H32N2O4/c27-23(29-15-21-17-9-5-1-2-6-10-18(17)21)25-13-14-26-24(28)30-16-22-19-11-7-3-4-8-12-20(19)22/h17-22H,5-16H2,(H,25,27)(H,26,28)/t17-,18+,19-,20+,21-,22-
InChi Key
JCGJCIXUHDRHEC-UPQRAGHHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $69

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    5 mg

    $297

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    10 mg

    $525

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    Product Description

    BCN-E-BCN is a strained cycloalkyne probe for detecting proteins that have been sulfenylated, the first intermediate step in protein oxidation.1 BCN-E-BCN is selective for the sulfenic acid form of thiol oxidation and does not label free thiol, sulfinic, or sulfonic forms of proteins. The BCN-E-BCN protein conjugate can be detected using copper-free click chemistry to attach azide-bearing biotin or fluorescent tags. It is highly reactive and faster-acting than other sulfenic acid probes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McGarry, D.J., Shchepinova, M.M., Lilla, S., et al. A cell-permeable biscyclooctyne as a novel probe for the identification of protein sulfenic acids. ACS Chem. Biol. 11(12), 3300-3304 (2016).