An inhibitor of HIV-1 integrase strand transfer
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HIV-1 Integrase Inhibitor

Item No. 38779

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[3-(azidomethyl)phenyl]-2-hydroxy-4-oxo-2-butenoic acid
CAS Number
544467-07-4
Synonyms
  • 118-D-24
  • MA-DKA
Molecular Formula
C11H9N3O4
Formula Weight
247.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
[N-]=[N+]=NCC1=CC(C(C=C(C(O)=O)O)=O)=CC=C1
InChi Code
InChI=1S/C11H9N3O4/c12-14-13-6-7-2-1-3-8(4-7)9(15)5-10(16)11(17)18/h1-5,16H,6H2,(H,17,18)
InChi Key
DWAUHOPROZDIJR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $32

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    10 mg

    $65

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    25 mg

    $151

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    Cayman Chemical
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    Product Description

    HIV-1 integrase inhibitor is an inhibitor of HIV-1 integrase strand transfer (IC50s = 0.07 and 0.33 µM in the presence of manganese and magnesium, respectively).1 It is selective for HIV-1 integrase strand transfer over HIV-1 integrase 3ʹ DNA processing (IC50 = >70 µM in the presence of either manganese or magnesium) and for wild-type HIV-1 integrase over a double-mutant HIV-1 integrase containing F185K and C280S substitutions (HIV-1 integraseF185K/C280S; IC50 = 1.53 µM in the presence of manganese). HIV-1 integrase inhibitor reduces the secreted levels of p24, a marker of HIV-1 replication, in CEM-SS and H9 cells (IC50s = 11 and 7 µM, respectively) without inducing cytotoxicity (CC50s = 600 and 400 µM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marchand, C., Johnson, A.A., Karki, R.G., et al. Metal-dependent inhibition of HIV-1 integrase by β-diketo acids and resistance of the soluble double-mutant (F185K/C280S). Mol. Pharmacol. 64(3), 600-609 (2003).

    2. Svarovskaia, E.S., Barr, R., Zhang, X., et al. Azido-containing diketo acid derivatives inhibit human immunodeficiency virus type 1 integrase in vivo and influence the frequency of deletions at two-long-terminal-repeat-circle junctions. J. Virol. 78(7), 3210-3222 (2004).