A fluorescent probe for labeling proteins
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Product Categories

Product Type

Biochemicals
Labeling & Detection
Fluorescent Probes

Research Area

Application

Fluorescence

5-IAF

Item No. 26807

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)-2-iodo-acetamide
CAS Number
63368-54-7
Synonyms
  • 5-Iodoacetamidofluorescein
Molecular Formula
C22H14INO6
Formula Weight
515.3
Purity
≥90%
Emission
518 nm
Excitation
491 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 500µg/ml
λmax
227, 275, 457 nm
SMILES
OC1=CC=C(C2(C(C=CC(NC(CI)=O)=C3)=C3C(O2)=O)C(C=CC(O)=C4)=C4O5)C5=C1
InChi Code
InChI=1S/C22H14INO6/c23-10-20(27)24-11-1-4-15-14(7-11)21(28)30-22(15)16-5-2-12(25)8-18(16)29-19-9-13(26)3-6-17(19)22/h1-9,25-26H,10H2,(H,24,27)
InChi Key
UATCLPJEZJKNHE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    25 mg

    $95

    Add

    50 mg

    $168

    Add

    100 mg

    $316

    Add
    Product Description

    5-IAF is a fluorescent probe for labeling proteins.1 It has been used to label proteins through a reaction with sulfhydryl groups. 5-IAF displays excitation/emission maxima of 491/518 nm, respectively, which can shift during protein labeling or changes in hydrophobicity and can be quenched by potassium iodide. 5-IAF has been used to monitor ligand binding and conformational changes of the Na+/K+-ATPase.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hartig, P.R., Bertrand, N.J., and Sauer, K. 5-Iodoacetamidofluorescein-labeled chloroplast coupling factor 1: Conformational dynamics and labeling-site characterization. Biochemistry 16(19), 4275-4282 (1977).

    2. Kapakos, J.G., and Steinberg, M. Ligand binding to (Na,K)-ATPase labeled with 5-iodoacetamidofluorescein. The Journal of Biological Chemisty 261(5), 2084-2089 (1986).