A biotinylated peptide fragment of histone H3
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Histone H3K27Me1 (21-44)-GK-biotin (trifluoroacetate salt)

Item No. 27765

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-alanyl-L-threonyl-L-lysyl-L-alanyl-L-alanyl-L-arginyl-N6-methyl-L-lysyl-L-seryl-L-alanyl-L-prolyl-L-alanyl-L-threonylglycylglycyl-L-valyl-L-lysyl-L-lysyl-L-prolyl-L-histidyl-L-arginyl-L-tyrosyl-L-arginyl-L-proylglycylglycyl-L-lysinate-biotin, trifluoroacetate salt
Synonyms
  • ATKAAR-K(Me1)-SAPATGGVKKPHRYRPG-GK(Biotin)
  • [Lys(Me1)27]-Histone H3 (21-44)-GK(Biotin)
  • Histone H3 (21-44) (Lys27me1)
Molecular Formula
C128H216N44O33S • XCF3COOH
Formula Weight
2931.5
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(NCCCC[C@@H](C(O)=O)NC(CNC(CNC([C@@H]1CCCN1C([C@H](CCCNC(N)=N)NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@H]2CCCN2C([C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](C(C)C)NC(CNC(CNC([C@@]([C@@H](C)O)([H])NC([C@@H](NC([C@@H]3CCCN3C([C@@H](NC([C@H](CO)NC([C@H](CCCCNC)NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@H](NC([C@H](CCCCN)NC([C@@]([C@@H](C)O)([H])NC([C@@H](N[H])C)=O)=O)=O)C)=O)C)=O)=O)=O)=O)C)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)CC4=CN=CN4)=O)=O)CC5=CC=C(O)C=C5)=O)=O)=O)=O)=O)CCCC[C@@H]6SC[C@@](N7)([H])[C@]6([H])NC7=O
InChi Code
InChI=1S/C128H216N44O33S.C2HF3O2/c1-67(2)99(166-98(181)63-146-96(179)61-148-118(197)100(73(8)174)168-106(185)71(6)152-116(195)91-38-27-54-170(91)121(200)72(7)153-114(193)88(64-173)164-111(190)79(31-16-21-49-139-10)156-108(187)81(34-23-51-142-125(133)134)155-105(184)70(5)150-104(183)69(4)151-107(186)78(29-13-18-46-129)159-120(199)101(74(9)175)167-103(182)68(3)132)119(198)158-80(30-14-19-47-130)109(188)160-83(32-15-20-48-131)122(201)172-56-28-39-92(172)117(196)163-87(58-76-59-140-66-149-76)113(192)157-82(35-24-52-143-126(135)136)110(189)162-86(57-75-42-44-77(176)45-43-75)112(191)161-84(36-25-53-144-127(137)138)123(202)171-55-26-37-90(171)115(194)147-60-95(178)145-62-97(180)154-85(124(203)204)33-17-22-50-141-94(177)41-12-11-40-93-102-89(65-206-93)165-128(205)169-102;3-2(4,5)1(6)7/h42-45,59,66-74,78-93,99-102,139,173-176H,11-41,46-58,60-65,129-132H2,1-10H3,(H,140,149)(H,141,177)(H,145,178)(H,146,179)(H,147,194)(H,148,197)(H,150,183)(H,151,186)(H,152,195)(H,153,193)(H,154,180)(H,155,184)(H,156,187)(H,157,192)(H,158,198)(H,159,199)(H,160,188)(H,161,191)(H,162,189)(H,163,196)(H,164,190)(H,166,181)(H,167,182)(H,168,185)(H,203,204)(H4,133,134,142)(H4,135,136,143)(H4,137,138,144)(H2,165,169,205);(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-,99-,100-,101-,102-;/m0./s1
InChi Key
OGXVJMUALYKZHC-GHMNIEHUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $262

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    Product Description

    Histone H3K27Me1 (21-44)-GK-biotin is a peptide fragment of histone H3 that corresponds to amino acid residues 22-45 of the human histone H3.1 and H3.2 sequences. It is monomethylated at lysine 27 and biotinylated via a C-terminal GK linker. Monomethylation of histone H3 at lysine 27 is associated with actively transcribed genes and positively correlates with H3K36 trimethylation.1 Levels of H3K27Me1 are increased in tumor tissue isolated from patients with metastatic hormone-naïve and castration-resistant prostate cancer.2 Histone H3K27Me1 (21-44)-GK-biotin has been used in a high-throughput screen for inhibitors of the histone demethylase jumonji AT-rich interactive domain 1B (JARID1B).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ferrari, K.J., Scelfo, A., Jammula, S., et al. Polycomb-dependent H3K27me1 and H3K27me2 regulate active transcription and enhancer fidelity. Mol. Cell 53(1), 49-62 (2014).

    2. Ellinger, J., Kahl, P., von der Gathen, J., et al. Global histone H3K27 methylation levels are different in localized and metastatic prostate cancer. Cancer Invest. 30(2), 92-97 (2012).

    3. Sayegh, J., Cao, J., Zou, M.R., et al. Identification of small molecule inhibitors of Jumonji AT-rich interactive domain 1B (JARID1B) histone demethylase by a sensitive high throughput screen. The Journal of Biological Chemisty 288(13), 9408-9417 (2013).