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Key Documents

SML1516

Sigma-Aldrich

DS-437

≥98% (HPLC)

Synonym(s):

5′-S-[2-[[(Ethylamino)carbonyl]amino]ethyl]-5′-thio-adenosine

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About This Item

Empirical Formula (Hill Notation):
C15H23N7O4S
CAS Number:
Molecular Weight:
397.45
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=NC=NC2=C1N=CN2[C@H]3[C@H](O)[C@H](O)[C@@H](CSCCNC(NCC)=O)O3

InChI

1S/C15H23N7O4S/c1-2-17-15(25)18-3-4-27-5-8-10(23)11(24)14(26-8)22-7-21-9-12(16)19-6-20-13(9)22/h6-8,10-11,14,23-24H,2-5H2,1H3,(H2,16,19,20)(H2,17,18,25)/t8-,10+,11?,14-/m1/s1

InChI key

CACMCLIHCDTJHL-XNZUMOJTSA-N

Application

DS-437 has been used as an inhibitor of protein arginine methyltransferase 5 (PRMT5) to study its effect on forkhead box P3 (FOXP3) methylation and regulatory T cells (Tregs) function in 293T cells.

Biochem/physiol Actions

DS-437 inhibits regulatory T cells (Tregs) function and methylation of forkhead box P3 (FOXP3) in 293T cells. DS-437 in combination with anti-p185erbB2/neu antibody 4D5 reduces tumor growth in CT26HER2 tumor-bearing mice.
DS-437 is an analog of S-adenosyl methionine (SAM ), which inhibits protein arginine methyltransferases PRMT5 and PRMT7 (IC50 5.9 and 6 μM) with little interaction against a panel of 30 other human methyltransferases.

Other Notes

DS-437 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the DS-437 probe summary on the Chemical Probes Portal website.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Yasuhiro Nagai et al.
Frontiers in immunology, 10, 174-174 (2019-02-26)
Regulatory T cells (Tregs) are a subpopulation of T cells that are specialized in suppressing immune responses. Here we show that the arginine methyl transferase protein PRMT5 can complex with FOXP3 transcription factors in Tregs. Mice with conditional knock out

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