A biotinylated and citrullinated histone H3 peptide
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Citrullinated Histone H3 (R2 + R8 + R17) (2-22)-biotin Peptide (trifluoroacetate salt)

Item No. 37626

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • Biotin-A-Cit-TKQTA-Cit-KSTGGKAP-Cit-KQLA
  • Biotin-AXTKQTAXKSTGGKAPXKQLA (X=Citrulline)
  • Citrullinated Histone H3.1-biotin
Molecular Formula
C104H183N35O33S • XCF3COOH
Formula Weight
2483.9
Formulation (Request formulation change)
1 mg of lyophilized peptide
SMILES
O=C1N[C@@]([H])([C@]([H])(CS2)N1)[C@@H]2CCCCC(N[C@H](C(N[C@H](C(N[C@]([C@H](O[H])C)([H])C(N[C@@H](CCCCN[H])C(N[C@@H](CCC(N[H])=O)C(N[C@]([C@H](O[H])C)([H])C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN[H])C(N[C@@H](CO[H])C(N[C@]([C@H](O[H])C)([H])C(NCC(NCC(N[C@@H](CCCCN[H])C(N[C@H](C(N3CCC[C@H]3C(N[C@H](C(N[C@@H](CCCCN[H])C(N[C@@H](CCC(N[H])=O)C(N[C@H](C(N[C@H](C(O)=O)C)=O)CC(C)C)=O)=O)=O)CCCNC(N)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)CCCNC(N)=O)=O)C)=O)=O)=O)=O)=O)CCCNC(N)=O)=O)C)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C104H183N35O33S.C2HF3O2/c1-51(2)46-68(93(160)122-55(6)100(167)168)132-90(157)66(34-36-73(109)144)128-85(152)60(25-13-17-39-106)126-88(155)64(29-21-43-115-102(112)170)130-95(162)71-31-23-45-139(71)99(166)54(5)121-84(151)59(24-12-16-38-105)123-77(148)48-117-76(147)47-118-96(163)78(56(7)141)135-94(161)69(49-140)133-89(156)61(26-14-18-40-107)127-87(154)63(28-20-42-114-101(111)169)124-83(150)53(4)120-97(164)79(57(8)142)136-92(159)67(35-37-74(110)145)129-86(153)62(27-15-19-41-108)131-98(165)80(58(9)143)137-91(158)65(30-22-44-116-103(113)171)125-82(149)52(3)119-75(146)33-11-10-32-72-81-70(50-173-72)134-104(172)138-81;3-2(4,5)1(6)7/h51-72,78-81,140-143H,10-50,105-108H2,1-9H3,(H2,109,144)(H2,110,145)(H,117,147)(H,118,163)(H,119,146)(H,120,164)(H,121,151)(H,122,160)(H,123,148)(H,124,150)(H,125,149)(H,126,155)(H,127,154)(H,128,152)(H,129,153)(H,130,162)(H,131,165)(H,132,157)(H,133,156)(H,135,161)(H,136,159)(H,137,158)(H,167,168)(H3,111,114,169)(H3,112,115,170)(H3,113,116,171)(H2,134,138,172);(H,6,7)/t52-,53-,54-,55-,56+,57+,58+,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,78-,79-,80-,81-;/m0./s1
InChi Key
AXMYBXISYSVKMT-ZXLMXPIQSA-N
UniProt Accession №
P68431
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $247

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    NET Formation Screening & Analysis Services
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    • Detection of NET formation ex vivo and screening for modulators using:
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      • Citrullination/carbamylation detection
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    Product Description

    Citrullinated histone H3 (R2 + R8 + R17) (2-22)-biotin peptide is a biotinylated version of tri-citrullinated histone H3, a nuclear protein that interacts with linker DNA regions between nucleosomes to provide nucleosome core structure stabilization.1 Histone H3 is subject to citrullination by protein-arginine deiminase 4 (PAD4) at arginine 2 (R2), R8, and R17 during neutrophil extracellular trap formation (NETosis).2 Citrullination of histone H3 at these residues reduces the positive charge of histone H3 and leads to decondensed chromatin, which is expelled into the extracellular space when the neutrophil membrane ruptures.3,2 Increased serum levels of histone H3 citrullinated at R2, R8, and R17 have been found in patients with asthma and in septic shock patients where they are positively associated with a sequential organ failure assessment (SOFA) score and poor survival.4,5 Sputum levels of histone H3 citrullinated at R2, R8, and R17 are increased in patients with rheumatoid arthritis, as well as in individuals identified as at risk for developing rheumatoid arthritis based on their seropositivity for IgA anti-citrullinated protein antibodies (ACPAs).6 Cayman’s Citrullinated Histone H3 (R2 + R8 + R17) (2-22)-biotin Peptide is intended for use in the detection of autoantibodies against histone H3 citrullinated at R2, R8, and R17.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roque, A., Ponte, I., and Suau, P. Interplay between histone H1 structure and function. Biochim. Biophys. Acta 1859(3), 444-454 (2016).

    2. Wang, Y., Li, M., Stadler, S., et al. Histone hypercitrullination mediates chromatin decondensation and neutrophil extracellular trap formation. J. Cell Biol. 184(2), 205-213 (2009).

    3. Li, M., Lin, C., Leso, A., et al. Quantification of citrullinated histone H3 bound DNA for detection of neutrophil extracellular traps. Cancers (Basel) 12(11), 3424 (2020).

    4. Kuczia, P., Zuk, J., Iwaniec, T., et al. Citrullinated histone H3, a marker of extracellular trap formation, is increased in blood of stable asthma patients. Clin. Transl. Allergy 10, 31 (2020).

    5. Tian, Y., Russo, R.M., Li, Y., et al. Serum citrullinated histone H3 concentrations differentiate patients with septic verses non-septic shock and correlate with disease severity. Infection 49(1), 83-93 (2021).

    6. Okamoto, Y., Devoe, S., Seto, N., et al. Association of sputum neutrophil extracellular trap subsets with IgA anti-citrullinated protein antibodies in subjects at risk for rheumatoid arthritis. Arthritis Rheumatol. 74(1), 38-48 (2022).