A chemical probe for sulfenic acid detection
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DAz-1

Item No. 13173

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-azidopropyl)-3,5-dioxocyclohexane carboxamide
CAS Number
1112977-84-0
Synonyms
  • Click Tag™ DAz-1
Molecular Formula
C10H14N4O3
Formula Weight
238.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 20 mg/ml
λmax
256 nm
SMILES
O=C(C1)CC(C(NCCCN=[N+]=[N-])=O)CC1=O
InChi Code
InChI=1S/C10H14N4O3/c11-14-13-3-1-2-12-10(17)7-4-8(15)6-9(16)5-7/h7H,1-6H2,(H,12,17)
InChi Key
ZMZUOTZOCOMDDO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Redox-sensitive cysteine residues in proteins may function as sensors of reactive oxygen species (ROS) and also serve as molecular switches, activating or deactivating proteins, following a change in oxidation state. Modification of protein function through the reversible oxidation of cysteine is emerging as a biologically relevant signal transduction mechanism. Sulfenic acid is the initial oxidation product of cysteine by relatively mild oxidizing agents such as hydrogen peroxide. Sulfenic acid can be reduced back to the free thiol or be further oxidized to sulfinic and sulfonic acids.1 DAz-1 is a cell-permeable chemical probe that reacts specifically with sulfenic acid-modified proteins.2,3 The azido group of DAz-1 provides a method for selective conjugation to phosphine- or alkynyl- derivatized reagents, such as biotin or various fluorophores, for subsequent analysis of the labeled proteins. DAz-1 is a less sensitive probe for sulfenic acid detection compared to its analog DAz-2 (Item No. 13382).4

    WARNING This product is not for human or veterinary use.