(+)-JQ1 (CAS 1268524-70-4) | Cayman Chemical
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(+)-JQ1

Item № 11187
CAS № 1268524-70-4
Purity ≥98%
product image
                (CAS 1268524-70-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $39.00 0.00
     5 mg $146.00 0.00
     10 mg $215.00 0.00
     25 mg $488.00 0.00

Pricing updated 2019-02-20. Prices are subject to change without notice.

Description

The bromodomain and extra terminal domain (BET) family of proteins, including BRD2, BRD3, and BRD4, play a key role in many cellular processes, including inflammatory gene expression, mitosis, and viral/host interaction by controlling the assembly of histone acetylation-dependent chromatin complexes. JQ1 displaces BET proteins from chromatin by competitively binding to the acetyl-lysine recognition pocket of BET bromodomains.1,2 Enantiomerically pure (+)-JQ1 binds to BRD4 bromodomains 1 and 2 with Kd values of ~50 and 90 nM, respectively, whereas the (−)-JQ1 stereoisomer has no appreciable affinity to BET bromodomains.1 JQ1 has been used as a chemical probe to investigate the role of BET bromodomains in the transcriptional regulation of oncogenesis.1,2,3,4,5 See the Structural Genomics Consortium (SGC) website for more information.

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Technical Information
Formal Name
(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid, 1,1-dimethylethyl ester
CAS Number
1268524-70-4
Molecular Formula
C23H25ClN4O2S
Formula Weight
457.0
Purity
≥98%
Formulation
A crystalline solid
λmax
254 nm
SMILES
ClC1=CC=C(C=C1)C2=N[C@@H](CC(OC(C)(C)C)=O)C3=NN=C(C)N3C4=C2C(C)=C(C)S4
InChI Code
InChI=1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m0/s1
InChI Key
DNVXATUJJDPFDM-KRWDZBQOSA-N
License
Manufactured, marketed, and sold with authorization from Roche. Patent Pending relating to PCT Publ. No. WO/2011/143669, and any related U.S. and foreign patents and patent applications.

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Filippakopoulos, P., Qi, J., Picaud, S., et al. Selective inhibition of BET bromodomains Nature 468(7327), 1067-1073 (2010).

2. Dawson, M.A., Kouzarides, T., and Huntly, B.J. Targeting epigenetic readers in cancer N. Engl. J. Med. 367(7), 647-657 (2012).

3. Delmore, J.E., Issa, G.C., Lemieux, M.E., et al. BET bromodomain inhibition as a therapeutic strategy to target c-Myc Cell 146(6), 904-917 (2011).

4. Mertz, J.A., Conery, A.R., Bryant, B.M., et al. Targeting MYC dependence in cancer by inhibiting BET bromodomains Proc. Natl. Acad. Sci. USA 108(40), 16669-16674 (2011).

5. Dawson, M.A., Prinjha, R.K., Dittmann, A., et al. Inhibition of BET recruitment to chromatin as an effective treatment for MLL-fusion leukaemia Nature 478, 529-533 (2011).

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