SML1857
LRE1
≥98% (HPLC)
Synonym(s):
6-Chloro-N4-cyclopropyl-N4-(2-thienylmethyl)-2,4-pyrimidinediamine, RU-0204277
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About This Item
Empirical Formula (Hill Notation):
C12H13ClN4S
CAS Number:
Molecular Weight:
280.78
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 10 mg/mL, clear
storage temp.
2-8°C
SMILES string
ClC1=CC(N(C2CC2)CC3=CC=CS3)=NC(N)=N1
Biochem/physiol Actions
LRE1 is a selective allosteric inhibitor of soluble adenylyl cyclase (sAC), a ubiquitously expressed, essential component of cAMP-signaling. In contrast to G-protein-regulated transmembrane adenylyl cyclase, soluble adenylyl cyclase is directly activated by calcium and carbonate, and is dispersed throughout the cell cytoplasm. LRE1 was found to bind to the bicarbonate activator binding site. It inhibited cAMP accumulation in 4-4 cells with an IC50 of 11 μM, similar to that of KH7 and without its cellular toxicity.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
Certificates of Analysis (COA)
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Lavoisier Ramos-Espiritu et al.
Nature chemical biology, 12(10), 838-844 (2016-08-23)
The prototypical second messenger cAMP regulates a wide variety of physiological processes. It can simultaneously mediate diverse functions by acting locally in independently regulated microdomains. In mammalian cells, two types of adenylyl cyclase generate cAMP: G-protein-regulated transmembrane adenylyl cyclases and
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