A probe for HDAC activity
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SAHA-BPyne

Item No. 10675

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-hydroxy-N8-[4-[4-[(1-oxo-5-hexyn-1-yl)amino]benzoyl]phenyl]-octanediamide
CAS Number
930772-88-6
Synonyms
  • Click Tag™ SAHA-BPyne
  • Suberoylanilide Hydroxamic Acid-BPyne
Molecular Formula
C27H31N3O5
Formula Weight
477.6
Purity
≥98%
Formulation (Request formulation change)
A 500 µg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlMethanol: 5 mg/ml
λmax
231, 305 nm
SMILES
O=C(CCCCCCC(NO)=O)NC1=CC=C(C(C2=CC=C(NC(CCCC#C)=O)C=C2)=O)C=C1
InChi Code
InChI=1S/C27H31N3O5/c1-2-3-6-9-24(31)28-22-16-12-20(13-17-22)27(34)21-14-18-23(19-15-21)29-25(32)10-7-4-5-8-11-26(33)30-35/h1,12-19,35H,3-11H2,(H,28,31)(H,29,32)(H,30,33)
InChi Key
VHTATGLVGGHVIS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $72

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    1 mg

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    5 mg

    $1,073

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    Product Description

    SAHA-BPyne is a SAHA derivative with a benzophenone crosslinker and an alkyne tag intended to be used for profiling HDAC activities in proteomes and live cells.1,2 Such terminal alkyne groups can be used in linking reactions, known as click chemistry, characterized by high dependability and specificity of azide-alkyne bioconjugation reactions.3,4 SAHA-BPyne labels HDAC complex proteins both in proteomes at 100 nM and in live cells at 500 nM and demonstrates an IC50 value of ~3 μM for inhibition of HDAC activity in HeLa cell nuclear lysates in an HDAC activity assay.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Salisbury, C.M., and Cravatt, B.F. Optimization of activity-based probes for proteomic profiling of histone deacetylase complexes. J. Am. Chem. Soc. 130, 2184-2194 (2008).

    2. Salisbury, C.M., and Cravatt, B.F. Activity-based probes for proteomic profiling histone of deacetylase complexes. Proc. Natl. Acad. Sci. USA 104(4), 1171-1176 (2011).

    3. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).

    4. Lutz, J.-F., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry. Adv. Drug Deliv. Rev. 60(9), 958-970 (2008).