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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

AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
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58
Target molecule Corp.
Tel
857-239-0968
Fax
857-239-8801
Email
service1@targetmol.com
Country
United States
ProdList
2559
Advantage
60
Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4660
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
Advantage
58
Cckinase, Inc.
Tel
+1 (732)236-3202
Email
sales@cckinase.com
Country
United States
ProdList
2738
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
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58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
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58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
United States Biological
Tel
--
Fax
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Email
chemicals@usbio.net
Country
United States
ProdList
6214
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Combi-Blocks Inc.
Tel
--
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Email
sales@combi-blocks.com
Country
United States
ProdList
6618
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Axon Medchem LLC
Tel
--
Fax
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Email
info@axonmedchem.com
Country
United States
ProdList
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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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