A fluorophore that detects protein citrullination
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Citrulline-specific Probe-rhodamine

Item No. 16172

Technical Information
Formal Name
3',6'-bis(dimethylamino)-3-oxo-N-((1-(1-oxo-1-((3-(2-oxoacetyl)phenyl)amino)propan-2-yl)-1H-1,2,3-triazol-4-yl)methyl)-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxamide, monohydrate
CAS Number
2309313-01-5
Synonyms
  • Rhodamine Phenylglyoxal
  • Rh-PG
Molecular Formula
C39H35N7O7 • H2O
Formula Weight
Emission
580 nm
Excitation
532 nm
A lyophilized solid
Acetonitrile:Water (2:1): 1 mg/mlDMF: 1 mg/ml
λmax
227, 355, 551 nm
SMILES
CN(C)C1=CC2=C(C=C1)C3(C(C=CC(C(NCC4=CN(C(C(NC5=CC(C(C([H])=O)=O)=CC=C5)=O)C)N=N4)=O)=C6)=C6C(O3)=O)C7=CC=C(N(C)C)C=C7O2.O
InChi Code
InChI=1S/C39H35N7O7.H2O/c1-22(36(49)41-25-8-6-7-23(15-25)33(48)21-47)46-20-26(42-43-46)19-40-37(50)24-9-12-30-29(16-24)38(51)53-39(30)31-13-10-27(44(2)3)17-34(31)52-35-18-28(45(4)5)11-14-32(35)39;/h6-18,20-22H,19H2,1-5H3,(H,40,50)(H,41,49);1H2
InChi Key
CHONNVSIRGWDEB-UHFFFAOYSA-N
License
Sold under license from The Scripps Research Institute.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Citrulline-specific probe-rhodamine is a highly sensitive, rhodamine phenylglyoxal-based fluorophore that specifically detects protein citrullination via a chemoselective reaction between glyoxal and citrulline.1 This chemical probe (comprised of a single isomer) is capable of reacting with any citrulline-containing protein and can be analyzed with fluorescent imaging (excitation 532 nm; emission 580 nm).1 When added at 100 µM for 30 minutes at acidic pH, this probe has a reported limit of detection of ~10 ng for citrullinated histone H3 and ~1 ng for autodeiminated PAD4.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bicker, K.L., Subramanian, V., Chumanevich, A.A., et alSeeing citrulline: Development of a phenylglyoxal-based probe to visualize protein citrullination. J. Am. Chem. Soc. 134(41), 17015-17018 (2012).

    Product Citations

    Trela, M., Perera, S., Sheeran, T., et alCitrullination facilitates cross-reactivity of rheumatoid factor with non-IgG1 Fc epitopes in rheumatoid arthritis. Sci. Rep. 9, 12068 (2019).