A peptide fragment of histone H3
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Histone H3K9Me3 (1-21) (human, mouse, rat, porcine, bovine) (trifluoroacetate salt)

Item No. 27515

Technical Information
Synonyms
  • ARTKQTAR-K(Me3)-STGGKAPRKQLA
  • H-Ala-Arg-Thr-Lys-Gln-Thr-Ala-Arg-Lys(Me3)-Ser-Thr-Gly-Gly-Lys-Ala-Pro-Arg-Lys-Gln-Leu-Ala-OH
  • [Lys(Me3)9]-Histone H3 (1-21)
  • Histone H3 (1-21) (Lys9me3)
  • H3K9me3
Molecular Formula
C97H178N36O28 • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Water: 1 mg/ml
SMILES
NCCCC[C@H](NC([C@@]([H])(NC([C@@H](NC([C@H](C)N)=O)CCCNC(N)=N)=O)[C@H](O)C)=O)C(N[C@H](C(N[C@]([H])(C(N[C@@H](C)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@]([H])(C(NCC(NCC(N[C@H](C(N[C@@H](C)C(N1CCC[C@H]1C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](C)C([O-])=O)=O)CC(C)C)=O)CCC(N)=O)=O)CCCCN)=O)CCCNC(N)=N)=O)=O)=O)CCCCN)=O)=O)=O)[C@H](O)C)=O)CO)=O)CCCC[N+](C)(C)C)=O)CCCNC(N)=N)=O)=O)[C@H](O)C)=O)CCC(N)=O)=O.O=C(O)C(F)(F)F
InChi Code
InChI=1S/C97H178N36O28.C2HF3O2/c1-49(2)45-66(87(153)117-53(6)94(160)161)127-84(150)64(33-35-69(102)138)123-79(145)58(26-14-18-38-99)121-82(148)62(30-22-41-111-96(106)107)125-89(155)68-32-24-43-132(68)93(159)52(5)116-78(144)57(25-13-17-37-98)118-72(141)47-113-71(140)46-114-90(156)73(54(7)135)129-88(154)67(48-134)128-83(149)59(28-16-20-44-133(10,11)12)122-81(147)61(29-21-40-110-95(104)105)120-77(143)51(4)115-91(157)74(55(8)136)130-86(152)65(34-36-70(103)139)124-80(146)60(27-15-19-39-100)126-92(158)75(56(9)137)131-85(151)63(119-76(142)50(3)101)31-23-42-112-97(108)109;3-2(4,5)1(6)7/h49-68,73-75,134-137H,13-48,98-101H2,1-12H3,(H35-,102,103,104,105,106,107,108,109,110,111,112,113,114,115,116,117,118,119,120,121,122,123,124,125,126,127,128,129,130,131,138,139,140,141,142,143,144,145,146,147,148,149,150,151,152,153,154,155,156,157,158,160,161);(H,6,7)/t50-,51-,52-,53-,54+,55+,56+,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,73-,74-,75-;/m0./s1
InChi Key
DOATYLNKDDTTAB-JVSQLXDKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Histone H3K9Me3 (1-21) is an N-terminal peptide fragment of histone H3 that corresponds to amino acid residues 2-22 of the human histone H3 sequence. Trimethylation of histone H3 at lysine 9 is associated with gene repression, prevents transcription factor binding, and is a target of the heterochromatin protein 1 (HP1) family proteins CBX1, CBX3, and CBX5.1,2 It is recognized by the plant homeodomain fingers of chromodomain helicase DNA binding protein 4 (CHD4), a member of the NuRD deacetylase complex that is upregulated in a variety of cancers and implicated in the DNA damage response.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kaustov, L., Ouyang, H., Amaya, M., et alRecognition and specificity determinants of the human Cbx chromodomains. The Journal of Biological Chemisty 286(1), 521-529 (2011).

    2. Becker, J.S., Nicetto, D., and Zaret, K.S. H3K9me3-dependent heterochromatin: Barrier to cell fate changes. Trends Genet. 32(1), 29-41 (2016).

    3. Mansfield, R.E., Musselman, C.A., Kwan, A.H., et alPlant homeodomain (PHD) fingers of CHD4 are histone H3-binding modules with preference for unmodified H3K4 and methylated H3K9. The Journal of Biological Chemisty 286(13), 11779-11791 (2011).