A peptide fragment of histone H3
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Histone H3K9Me2 (3-17) (human, mouse, rat, porcine, bovine) (trifluoroacetate salt)

Item No. 27526

Technical Information
Formal Name
N2-L-threonyl-L-lysyl-L-glutaminyl-L-threonyl-L-alanyl-L-arginyl-N6,N6-dimethyl-L-lysyl-L-seryl-L-threonylglycylglycyl-L-lysyl-L-alanyl-L-prolyl-L-arginine, trifluoroacetate salt
Synonyms
  • Histone H3 (3-17) (Lys9me2)
  • H-Thr-Lys-Gln-Thr-Ala-Arg-Lys(Me2)-Ser-Thr-Gly-Gly-Lys-Ala-Pro-Arg-OH
  • [Lys(Me2)9]-Histone H3 (3-17)
  • TKQTAR-K(Me2)-STGGKAPR
Molecular Formula
C67H123N25O21 • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Water: 1 mg/ml
SMILES
O=C(O)C(F)(F)F.CN(C)CCCC[C@H](NC([C@@H](NC([C@H](C)NC([C@@]([H])(NC([C@@H](NC([C@@H](NC([C@@]([H])(N[H])[C@H](O)C)=O)CCCCN)=O)CCC(N)=O)=O)[C@H](O)C)=O)=O)CCCNC(N)=N)=O)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(O)=O)CCCNC(N)=N)=O)=O)=O)CCCCN)=O)=O)=O)[C@H](O)C)=O)CO)=O
InChi Code
InChI=1S/C67H123N25O21.C2HF3O2/c1-34(80-63(110)52(38(5)96)90-58(105)43(23-24-47(70)97)85-55(102)41(18-9-12-26-69)86-61(108)50(71)36(3)94)53(100)83-42(20-14-27-76-66(72)73)56(103)84-40(19-10-13-29-91(6)7)57(104)88-45(33-93)59(106)89-51(37(4)95)62(109)79-31-48(98)78-32-49(99)82-39(17-8-11-25-68)54(101)81-35(2)64(111)92-30-16-22-46(92)60(107)87-44(65(112)113)21-15-28-77-67(74)75;3-2(4,5)1(6)7/h34-46,50-52,93-96H,8-33,68-69,71H2,1-7H3,(H2,70,97)(H,78,98)(H,79,109)(H,80,110)(H,81,101)(H,82,99)(H,83,100)(H,84,103)(H,85,102)(H,86,108)(H,87,107)(H,88,104)(H,89,106)(H,90,105)(H,112,113)(H4,72,73,76)(H4,74,75,77);(H,6,7)/t34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-,45-,46-,50-,51-,52-;/m0./s1
InChi Key
OAIIXVXRJKPVIT-DIAKBDEHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Histone H3K9Me2 (3-17) is a peptide fragment of histone H3 that corresponds to amino acid residues 4-18 of the human histone H3 sequence. Dimethylation of histone H3 at lysine 9 is associated with transcriptional repression.1 Heterochromatin protein 1-α (HP1-α), HP1-β, and HP1-γ selectively bind histone H3 N-terminal peptides containing dimethylated lysine 9 over unmodified lysine 9.2 In mouse embryos, maternal chromatin containing H3K9Me2 is bound by PGC7, which preserves DNA methylation and protects 5-methylcytosine from conversion to 5-hydroxymethylcytosine.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lienert, F., Mohn, F., Tiwari, V.K., et alGenomic prevalence of heterochromatic H3K9me2 and transcription do not discriminate pluripotent from terminally differentiated cells. PLoS Genet. 7(6), e1002090 (2011).

    2. Lachner, M., O'Carroll, D., Rea, S., et alMethylation of histone H3 lysine 9 creates a binding site for HP1 proteins. Nature 410(6824), 116-120 (2001).

    3. Nakamura, T., Liu, Y.-J., Nakashima, H., et alPGC7 binds histone H3K9me2 to protect against conversion of 5mC to 5hmC in early embryos. Nature 486(7403), 415-419 (2012).