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Merck
CN

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:
NACRES:
NA.21
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
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SMILES string

O=C(CI)NCCCCC#C

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

Application

Iodoacetamide-alkyne-C6 may be used as a chemical probe for labeling cysteine residues in proteins, allowing for the attachment of fluorophores or biotin for visualization or enrichment in proteomic studies.

Biochem/physiol Actions

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 an iodoacetamide group (covalent warhead) for cysteine labeling with an alkyne moiety that serves as a click-chemistry handle, enabling subsequent attachment of 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 analysis of cysteine-dependent enzyme activities and protein functions.

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