A biotinylated peptide fragment of histone H3
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Histone H3 (Citrullinated R26) (21-44)-GGK-biotin Peptide (trifluoroacetate salt)

Item No. 27769

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • ATKAA-Cit-KSAPATGGVKKPHRYRPG-GGK(Biotin)
  • H3R26Cit, Histone H3 (21-44) (Arg26cit)
  • [Cit26]-Histone H3 (21-44)-GGK(Biotin)
Molecular Formula
C129H216N44O35S • XCF3COOH
Formula Weight
2975.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
O=C(O)C(F)(F)F.O=C(CCCC[C@@H]1SC[C@@]([H])([C@@]1(N2)[H])NC2=O)NCCCC[C@H](NC(CNC(CNC(CNC([C@@H]3CCCN3C([C@@H](NC([C@H](CC4=CC=C(C=C4)O)NC([C@@H](NC([C@H](CC5=CN=CN5)NC([C@@H]6CCCN6C([C@@H](NC([C@@H](NC([C@@H](NC(CNC(CNC([C@@]([H])(NC([C@H](C)NC([C@@H]7CCCN7C([C@H](C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](C)NC([C@H](C)NC([C@@H](NC([C@@]([H])(NC([C@H](C)N)=O)[C@H](O)C)=O)CCCCN)=O)=O)=O)CCCNC(N)=O)=O)CCCCN)=O)CO)=O)=O)=O)=O)[C@H](O)C)=O)=O)=O)C(C)C)=O)CCCCN)=O)CCCCN)=O)=O)=O)CCCNC(N)=N)=O)=O)CCCNC(N)=N)=O)=O)=O)=O)=O)C(O)=O
InChi Code
InChI=1S/C129H216N44O35S.C2HF3O2/c1-67(2)100(167-99(183)63-147-97(181)61-149-119(199)101(73(8)175)169-107(187)71(6)153-117(197)91-37-26-53-171(91)122(202)72(7)154-115(195)88(64-174)165-112(192)79(29-13-18-46-131)157-109(189)81(34-23-52-144-128(139)207)156-106(186)70(5)151-105(185)69(4)152-108(188)78(28-12-17-45-130)160-121(201)102(74(9)176)168-104(184)68(3)134)120(200)159-80(30-14-19-47-132)110(190)161-83(31-15-20-48-133)123(203)173-55-27-38-92(173)118(198)164-87(57-76-58-140-66-150-76)114(194)158-82(33-22-50-142-126(135)136)111(191)163-86(56-75-41-43-77(177)44-42-75)113(193)162-84(35-24-51-143-127(137)138)124(204)172-54-25-36-90(172)116(196)148-60-96(180)145-59-95(179)146-62-98(182)155-85(125(205)206)32-16-21-49-141-94(178)40-11-10-39-93-103-89(65-209-93)166-129(208)170-103;3-2(4,5)1(6)7/h41-44,58,66-74,78-93,100-103,174-177H,10-40,45-57,59-65,130-134H2,1-9H3,(H,140,150)(H,141,178)(H,145,180)(H,146,179)(H,147,181)(H,148,196)(H,149,199)(H,151,185)(H,152,188)(H,153,197)(H,154,195)(H,155,182)(H,156,186)(H,157,189)(H,158,194)(H,159,200)(H,160,201)(H,161,190)(H,162,193)(H,163,191)(H,164,198)(H,165,192)(H,167,183)(H,168,184)(H,169,187)(H,205,206)(H4,135,136,142)(H4,137,138,143)(H3,139,144,207)(H2,166,170,208);(H,6,7)/t68-,69-,70-,71-,72-,73+,74+,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,100-,101-,102-,103-;/m0./s1
InChi Key
KSPDHZHAJLFVFT-DVAPAHRHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $253

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    Product Description

    Histone H3 (citrullinated R26) (21-44)-GGK-biotin is a peptide fragment of histone H3 that corresponds to amino acid residues 22-45 of the human H3.1 and H3.2 sequences. It is citrullinated at arginine 26 and biotinylated via a C-terminal GGK linker. Citrullination of histone H3 at arginine 26 occurs via deimination of the arginine residue by protein arginine deiminase 2 (PAD2) or PAD4 and is associated with transcriptional activation.1,2,3 It inhibits methylation of H3K27 and is elevated in bone marrow mesenchymal stem cells (BMMSCs) derived from patients with monoclonal gammopathy of undetermined significance (MGUS) or multiple myeloma.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clancy, K.W., Russell, A.-M., Subramanian, V., et al. Citrullination/methylation crosstalk on histone H3 regulates ER-target gene transcription. ACS Chem. Biol. 12(6), 1691-1702 (2017).

    2. McNee, G., Eales, K.L., Wei, W., et al. Citrullination of histone H3 drives IL-6 production by bone marrow mesenchymal stem cells in MGUS and multiple myeloma. Leukemia 31(2), 373-381 (2017).

    3. Fuhrmann, J., and Thompson, P.R. Protein arginine methylation and citrullination in epigenetic regulation. ACS Chem. Biol. 11(3), 654-668 (2016).