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SML2638

Sigma-Aldrich

XIE62-1004

≥98% (HPLC)

Synonym(s):

2-(3,4-bis(Benzyloxy)benzylamino)ethanol hydrochloride, 2-[[[3,4-bis(Phenylmethoxy)phenyl]methyl]amino]ethanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H25NO3 · HCl
CAS Number:
500899-98-9
Molecular Weight:
399.91
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OCCNCC1=CC(OCC2=CC=CC=C2)=C(C=C1)OCC3=CC=CC=C3.Cl

InChI

1S/C23H25NO3.ClH/c25-14-13-24-16-21-11-12-22(26-17-19-7-3-1-4-8-19)23(15-21)27-18-20-9-5-2-6-10-20;/h1-12,15,24-25H,13-14,16-18H2;1H

InChI key

ROURICFSUKPJOO-UHFFFAOYSA-N

Biochem/physiol Actions

XIE62-1004 is a synthetic sequestosome-1 (p62, SQSTM1) ZZ domain ligand that induces disulfide bond-linked and PB1 domain-dependent p62 self-aggregation, leading to interaction with LC3 on autophagic membranes and p62/cargoes delivery (2.5-10 μM for 6-24 hrs in p62-expressing HeLa cultures). XIE62-1004 treatment (10 μM, 18 hrs) effectively reduces insoluble aggregates of transiently expressed mutant huntingtin (mHTT) constructs in HeLa (GFP-HDQ103) and PC12 (EGFP-HDQ74) trransfectants, as well as in wild-type, but not autophagy defective Atg5-/- MEFs (GFP-HDQ103).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Yi Zhang et al.
Autophagy, 15(4), 735-737 (2019-01-18)
SQSTM1/p62 facilitates responses to various cellular stresses and has been implicated in human diseases. This protein functions as a major cytoplasmic signaling hub and has multiple binding partners, including arginylated (Nt-R) proteins that are recognized by the ZZ domain of
Young Dong Yoo et al.
Proceedings of the National Academy of Sciences of the United States of America, 115(12), E2716-E2724 (2018-03-07)
The conjugation of amino acids to the protein N termini is universally observed in eukaryotes and prokaryotes, yet its functions remain poorly understood. In eukaryotes, the amino acid l-arginine (l-Arg) is conjugated to N-terminal Asp (Nt-Asp), Glu, Gln, Asn, and
Hyunjoo Cha-Molstad et al.
Nature communications, 8(1), 102-102 (2017-07-26)
Macroautophagy mediates the selective degradation of proteins and non-proteinaceous cellular constituents. Here, we show that the N-end rule pathway modulates macroautophagy. In this mechanism, the autophagic adapter p62/SQSTM1/Sequestosome-1 is an N-recognin that binds type-1 and type-2 N-terminal degrons (N-degrons), including
Yi Zhang et al.
Nature communications, 9(1), 4373-4373 (2018-10-24)
Autophagic receptor p62 is a critical mediator of cell detoxification, stress response, and metabolic programs and is commonly deregulated in human diseases. The diverse functions of p62 arise from its ability to interact with a large set of ligands, such
Rastislav Horos et al.
Cell, 176(5), 1054-1067 (2019-02-19)
Vault RNAs (vtRNA) are small non-coding RNAs transcribed by RNA polymerase III found in many eukaryotes. Although they have been linked to drug resistance, apoptosis, and viral replication, their molecular functions remain unclear. Here, we show that vault RNAs directly

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