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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
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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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0843
Product name
ISRIB
Purity
≥98%(HPLC)
Packaging
5mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0843
Product name
ISRIB
Purity
≥98% (HPLC)
Packaging
25MG
Price
$478
Updated
2024/03/01
Cayman Chemical
Product number
16258
Product name
trans-ISRIB
Purity
≥95%
Packaging
5mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
16258
Product name
trans-ISRIB
Purity
≥95%
Packaging
10mg
Price
$152
Updated
2024/03/01
Cayman Chemical
Product number
16258
Product name
trans-ISRIB
Purity
≥95%
Packaging
25mg
Price
$356
Updated
2024/03/01
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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

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ISRIB (trans-isoMer) Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
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View Lastest Price from ISRIB (trans-isoMer) manufacturers

Shanghai UCHEM Inc.
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
Wuhan Nutra Biotechnology Co.,Ltd
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
Wuhan Nutra Biotechnology Co.,Ltd
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

1597403-47-8, ISRIB (trans-isoMer)Related Search:


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