ISRIB (trans-isoMer)
- Product Name
- ISRIB (trans-isoMer)
- CAS No.
- 1597403-47-8
- Chemical Name
- ISRIB (trans-isoMer)
- Synonyms
- CS-1768;Trans-ISRIB;ISRIB - trans-ISRIB;ISRIS(trans-isomer);ISRIB (trans-isoMer);ISRIB (trans-isomer), >98%;ISRIB (trans-isoMer) USP/EP/BP;N,N'-trans-1,4-cyclohexanediylbis[2-(4-chlorophenoxy)acetamide];Acetamide, N,N'-trans-1,4-cyclohexanediylbis[2-(4-chlorophenoxy)-;Acetamide, N,N'-trans-1,4-cyclohexanediylbis[2-(4-chlorophenoxy)-
- CBNumber
- CB72714669
- Molecular Formula
- C22H24Cl2N2O4
- Formula Weight
- 451.34
- MOL File
- 1597403-47-8.mol
ISRIB (trans-isoMer) Property
- Boiling point:
- 719.0±60.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- insoluble in EtOH; insoluble in H2O; insoluble in EtOH; ≥8.96 mg/mL in DMSO with gentle warming
- form
- solid
- pka
- 13.63±0.40(Predicted)
- color
- White to off-white
N-Bromosuccinimide Price
- Product number
- SML0843
- Product name
- ISRIB
- Purity
- ≥98%(HPLC)
- Packaging
- 5mg
- Price
- $118
- Updated
- 2024/03/01
- Product number
- SML0843
- Product name
- ISRIB
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $478
- Updated
- 2024/03/01
- Product number
- 16258
- Product name
- trans-ISRIB
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $81
- Updated
- 2024/03/01
- Product number
- 16258
- Product name
- trans-ISRIB
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $152
- Updated
- 2024/03/01
- Product number
- 16258
- Product name
- trans-ISRIB
- Purity
- ≥95%
- Packaging
- 25mg
- Price
- $356
- Updated
- 2024/03/01
ISRIB (trans-isoMer) Chemical Properties,Usage,Production
Description
ISRIB (trans-isomer), the trans-isomer of ISRIB, is a potent and selective PERK inhibitor with IC50 of 5 nM and does not have global effects on translation, transcription, or mRNA stability in non-stressed cells.
Uses
trans-ISRIB is an integrated stress response (ISR) inhibitor; reverses the effects of eIF2α phosphorylation (IC50 = 5 nM) and restores cell translation capacity. Acts downstream of PERK, targeting interactions between eIF2α kinases and elF2B. Blocks ATF4 production without altering the IRE1 or ATF6 responses in vitro. Displays memory enhancement in hippocampus-dependent spatial and fear-associated learning in rodents. trans-ISRIB promotes survival of pluripotent stem cells in culture when used in combination with Chroman-1, emricasan, and polyamines, a combination known as CEPT. When used as part of the CEPT cocktail, trans-ISRIB improves survival of differentiated cells following cryopreservation. Brain penetrant.
Uses
ISRIB (integrated stress response inhibitor, 1597403-47-8) has been used as an inhibitor of integrated stress response.
Biological Functions
ISRIB (trans-isomer) is a potent inhibitor of the integrated stress response (ISR).
Integrated stress response (ISR) is activated by diverse cellular conditions and rapidly reduces overall protein synthesis while enhancing translation of specific transcripts that support adaptive stress responses. The ISR is mediated by diverse stress-sensing kinases that phosphorylating serine 51 in eukaryotic translation initiation factor alpha (eIF2α).
ISRIB (trans-isomer) is a potent ISR inhibitor. ISRIB reversed the effects of eIF2α phosphorylation with IC50 value of 5 nM. ISRIB inhibited production of endogenous ATF4 (a cAMP element binding transcription factor). In mouse embryonic fibroblasts (MEFs), ISRIB reversed the increase in the 80S monosomes at the expense of polyribosomes induced by endoplasmic reticulum (ER) stress. In ER-stressed cells, ISRIB reduced cell survival. In stressed cells, ISRIB restored mRNA translation and inhibited stress granule (SG) formation induced by eIF2α phosphorylation. ISRIB inhibited the interaction between eIF2B and eIF2 that located at the core of the ISR. Also, ISRIB was an activator of eIF2B and stabilized activated eIF2B dimers.
In mice, ISRIB significantly increased hippocampus-dependent spatial and fear-associated learning.
Biological Activity
ISRIB, a drug that inhibits the integrated stress response (ISR), imparts resistance to the cells against the downstream effects of eukaryotic initiation factor 2 (eIF2)α phosphorylation such as activating transcription factor 4 (ATF4) and eukaryotic translation initiation factor 4E (eIF4E)-binding protein 1 (4E-BP1) induction. This potent and selective inhibitor of ISR can penetrate the blood-brain barrier and prevent cells from adapting to the endoplasmic reticulum (ER) stress. By inhibiting the PERK signaling pathway, ISRIB can effectively reverse the effects of eIF2a phosphorylation and restore the cells' translation capacity, resulting in enhanced cognitive memory in rodents.
storage
Store at +4°C
References
[1]. Sidrauski C, Acosta-Alvear D, Khoutorsky A, et al. Pharmacological brake-release of mRNA translation enhances cognitive memory. Elife, 2013, 2: e00498.
[2]. Sidrauski C, McGeachy AM, Ingolia NT, et al. The small molecule ISRIB reverses the effects of eIF2α phosphorylation on translation and stress granule assembly. Elife, 2015, 4.
[3]. Sekine Y, Zyryanova A, Crespillo-Casado A, et al. Stress responses. Mutations in a translation initiation factor identify the target of a memory-enhancing compound. Science, 2015, 348(6238): 1027-1030.
[4]. Sidrauski C, Tsai JC, Kampmann M, et al. Pharmacological dimerization and activation of the exchange factor eIF2B antagonizes the integrated stress response. Elife, 2015, 4: e07314.
ISRIB (trans-isoMer) Preparation Products And Raw materials
Raw materials
Preparation Products
ISRIB (trans-isoMer) Suppliers
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View Lastest Price from ISRIB (trans-isoMer) manufacturers
- Product
- ISRIB (trans-isomer) 1597403-47-8
- Price
- US $496.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 1kg
- Release date
- 2023-11-17
- Product
- ISRIB (trans-isomer) 1597403-47-8
- Price
- US $100.00-40.00/G
- Min. Order
- 1G
- Purity
- 98%+
- Supply Ability
- 10kgs
- Release date
- 2022-05-28
- Product
- trans ISRIB 1597403-47-8
- Price
- US $100.00-60.00/box
- Min. Order
- 100box
- Purity
- 98%+
- Supply Ability
- 10kgs
- Release date
- 2022-06-21