A probe for azido-labeled proteins
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Biochemicals
Labeling & Detection
Reactive Probes

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Click Chemistry

Phosphine-biotin

Item No. 13581

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(diphenylphosphino)-4-[21-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1,17-dioxo-6,9,12-trioxa-2,16-diazaheneicos-1-yl]-benzoic acid, methyl ester
CAS Number
608514-42-7
Synonyms
  • Click Tag™ Phosphine-biotin
Molecular Formula
C41H53N4O8PS
Formula Weight
792.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 2 mg/ml
SMILES
O=C1N[C@]2([H])[C@]([C@H](CCCCC(NCCCOCCOCCOCCCNC(C3=CC=C(C(OC)=O)C(P(C4=CC=CC=C4)C5=CC=CC=C5)=C3)=O)=O)SC2)([H])N1
InChi Code
InChI=1S/C41H53N4O8PS/c1-50-40(48)33-19-18-30(28-35(33)54(31-12-4-2-5-13-31)32-14-6-3-7-15-32)39(47)43-21-11-23-52-25-27-53-26-24-51-22-10-20-42-37(46)17-9-8-16-36-38-34(29-55-36)44-41(49)45-38/h2-7,12-15,18-19,28,34,36,38H,8-11,16-17,20-27,29H2,1H3,(H,42,46)(H,43,47)(H2,44,45,49)/t34-,36-,38-/m0/s1
InChi Key
ABJATKZPSPFIQY-CELQPYBTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $154

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    1 mg

    $293

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    5 mg

    $1,078

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    Product Description

    Phosphine biotin is a labeling reagent that selectively reacts with azido groups on modified proteins through the Staudinger ligation reaction. Modified proteins can be detected using common avidin-based biochemical techniques in whole cells or by blotting experiments following SDS-PAGE. For example, phosphine-biotin has been used successfully in conjunction with DAz-1 or DAz-2 to label and detect sulfenic acid sites in proteins.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seo, Y.H., and Carroll, K.S. Facile synthesis and biological evaluation of a cell-permeable probe to detect redox-regulated proteins. Bioorg. Med. Chem. Lett. 19(2), 356-359 (2009).

    2. Reddie, K.G., Seo, Y.H., Muse, W.B., III, et al. A chemical approach for detecting sulfenic acid-modified proteins in living cells. Mol. Biosyst. 4(6), 521-531 (2008).

    Product Citations

    Zhang, H., Lv, B., Liu, K., et al. Sulfur dioxide controls M1 macrophage polarization by sulphenylation of prolyl hydroxylase 2 at cysteine 260. Free Radic. Biol. Med. 230, 33-47 (2025).

    Qiu, B., Zhang, S., Ge, S., et al. Vascular smooth muscle cell-derived SO2 sulphenylated interferon regulatory factor 1 to inhibit VSMC senescence. Front. Pharmacol. 16, 1516885 (2025).

    Zhang, S., Qiu, B., Lv, B., et al. Endogenous sulfur dioxide deficiency as a driver of cardiomyocyte senescence through abolishing sulphenylation of STAT3 at cysteine 259. Redox Biol. 71, 103124 (2024).