SML4171
Iodoacetamide-alkyne-C6
≥95% (HPLC), powder, thiol-reactive probe
Synonym(s):
IAA-C6, IA-Alkyne-C6, IAM-Alkyne-C6, IAyne-C6, IAAyne-C6, N-5-Hexyn-1-yl-2-iodoacetamide, N-Hex-5-ynyl-2-iodo-acetamide
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About This Item
Empirical Formula (Hill Notation):
C8H12INO
CAS Number:
Molecular Weight:
265.09
MDL number:
Quality Level
Assay
≥95% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
SMILES string
O=C(CI)NCCCCC#C
General description
Iodoacetamide-alkyne C6 (IAA-C6, IA-alkyne-C6, IAM-alkyne-C6) is a bifunctional thiol-reactive probe designed for activity-based protein profiling (ABPP) of reactive cysteine residues in live cells. IA-alkyne probe combines aniodoacetamide group (covalent warhead) for cysteine labeling with an alkynemoiety that serves as a click-chemistry handle, enabling subsequent attachmentof fluorophores or biotin-linked reporter for visualization or enrichment, respectively. Optimal usage concentrations are ≤3 μM for cellular studies and ~100 μM for lysates and tissue homogenates, facilitating comprehensive proteomic analysisof cysteine-dependent enzyme activities and protein functions.
Application
Iodoacetamide-alkyne-C6may be used as a chemical probe for labeling cysteine residues in proteins,allowing for the attachment of fluorophores or biotin for visualization orenrichment in proteomic studies.
Biochem/physiol Actions
Cysteine-reactive ABPP probe enabling live-cell labeling, visualization, and enrichment of thiol-containing proteins.
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