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Key Documents

SML0848

Sigma-Aldrich

LM22A-4

≥98% (HPLC)

Synonym(s):

N1,N3,N5-Tris(2-hydroxyethyl)-1,3,5-benzenetricarboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H21N3O6
CAS Number:
Molecular Weight:
339.34
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C15H21N3O6/c19-4-1-16-13(22)10-7-11(14(23)17-2-5-20)9-12(8-10)15(24)18-3-6-21/h7-9,19-21H,1-6H2,(H,16,22)(H,17,23)(H,18,24)

InChI key

RGWJKANXFYJKHN-UHFFFAOYSA-N

Application

LM22A-4 has been used as a component of dissociation medium for mouse embryonic stem cells (mESC) and human embryonic stem (hESC) aggregates.

Biochem/physiol Actions

LM22A-4 is a non-peptide and shares similarity with brain-derived neurotrophic factor (BDNF), especially in the loop2 region. It improves oligodendroglia density and favors myelin repair. LM22A-4 elevates the expression of protein kinase B (PKB or Akt) and extracellular signal-regulated kinases (ERKs). LM22A-4 elicits neuroprotection in spinal cord injury (SCI) by deregulating the cleaved-caspase-3 and favoring B-cell lymphoma 2(Bcl-2) expression.
LM22A-4 is a partial agonist of TrkB, a brain-derived neurotrophic factor (BDNF) receptor. In binding assays, LM22A-4 displaces BDNF with an IC50 of 47 nM. The compound restores TrkB phosphorylation and respiratory function in a mouse model of Rett syndrome.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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TrkB Agonist LM22A-4 Increases Oligodendroglial Populations During Myelin Repair in the Brain
Nguyen HTH, et al.
Frontiers in Molecular Neuroscience, 642918-642918 (2019)
Protective effects of LM22A-4 on injured spinal cord nerves
Yu G and Wang W
International Journal of Clinical and Experimental Pathology, 8(6), 6526-6526 (2015)
Tanycyte-like cells derived from mouse embryonic stem culture show hypothalamic neural stem/progenitor cell functions
Kano M, et al.
Endocrinology, 160(7), 1701-1718 (2019)
Vasopressin-secreting neurons derived from human embryonic stem cells through specific induction of dorsal hypothalamic progenitors
Ogawa K, et al.
Scientific Reports, 8(1), 3615-3615 (2018)

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