A click chemistry probe for a sphingolipid degradation product
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(E)-2-Hexadecenal Alkyne

Item No. 20714

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2E-hexadecen-15-ynal
CAS Number
1778692-99-1
Synonyms
  • Click TagTM (E)-2-Hexadecenal Alkyne
  • FAL 16:3
Molecular Formula
C16H26O
Formula Weight
234.4
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
221 nm
SMILES
O=C([H])/C=C/CCCCCCCCCCCC#C
InChi Code
InChI=1S/C16H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h1,14-16H,3-13H2/b15-14+
InChi Key
SZJVPCWLLYHNGE-CCEZHUSRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $202

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    1 mg

    $380

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    5 mg

    $1,591

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    Product Description

    (E)-2-Hexadecenal alkyne is an alkyne version of the sphingolipid degradation product (E)-2-hexadecenal (Item No. 17566) that can be used as a click chemistry probe.1 (E)-2-Hexadecenal has been shown to induce cytoskeletal reorganization that results in cell rounding, detachment, activation of downstream JNK targets, and eventual apoptosis in various cell types.2 It reacts readily with deoxyguanosine and DNA to form aldehyde-derived DNA adducts.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lin, H.-Y., Haegele, J.A., Disare, M.T., et al. A generalizable platform for interrogating target- and signal-specific consequences of electrophilic modifications in redox-dependent cell signaling. J. Am. Chem. Soc. 137(19), 6232-6244 (2015).

    2. Kumar, A., Byun, H.S., Bittman, R., et al. The sphingolipid degradation product trans-2-hexadecenal induces cytoskeletal reorganization and apoptosis in a JNK-dependent manner. Cell. Signal. 23(7), 1144-1152 (2011).

    3. Upadhyaya, P., Kumar, A., Byun, H.S., et al. The sphingolipid degradation product trans-2-hexadecenal forms adducts with DNA. Biochem. Biophys. Res. Commun. 424(1), 18-21 (2012).