[S-(R,R)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride

Product Name[S-(R*,R*)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride
CAS1243259-19-9
MFC12H26ClN3O2
MW279.81
EINECS
MOL File1243259-19-9.mol

Chemical Properties

Melting point	>68°C (dec.)
storage temp.	-20°C
solubility	Soluble in DMSO (up to 20 mg/ml) or in Ethanol (up to 30 mg/ml)
form	solid
color	Pale yellow
Stability	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.

Safety Information

HS Code

9999999999

Usage And Synthesis

Description

LM11A-31 is a p75 neurotrophin receptor (p75^NTR) ligand that inhibits nerve growth factor (NGF) binding to p75^NTR-Fc (A₂ = 1,192 nM). It inhibits DNA damage in and promotes survival of hippocampal neuronal cultures in a p75^NTR- and concentration-dependent manner. LMA11A-31 also inhibits proNGF-induced cell death of mature oligodendrocytes. In vivo, LMA11A-31 (10-100 mg/kg) improves motor function and coordination in the weight-bearing open-field test and nonweight-bearing swim test and increases survival of oligodendrocytes in a mouse model of spinal contusion injury. It prevents and/or reverses atrophy of forebrain cholinergic neurites and cortical dystrophic neurites in Thy-1 hAPP^Lond/Swe and Tg2576 mice with mid- to late stage Alzheimer''s disease. It also reduces excessive alcohol self-administration in rats and decreases huntingtin (Htt) aggregate formation and striatal cholinergic degeneration in the R6/2 mouse model of Huntington''s disease.

Uses

(2S,3S)-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide is used for the preparation of peptideamides for treatment of retroviral infection.

storage

Desiccate at RT

References

1) Massa?et al. (2006),?Small, Nonpeptide p75NTR Ligands Induce Survival Signaling and Inhibit proNGF-Induced Death; J. Neurosci.?26?5288 2) Tep?et al., (2013),?Oral administration of a small molecule targeted to block proNGF binding to p75 promotes myelin sparing and functional recovery after spinal cord injury; J. Neurosci.?33?397 3) Shi?et al. (2013),?A small molecule p75(NTR) ligand protects neurogenesis after traumatic brain injury; Stem Cells?31?2561 4) Simmons?et al.?(2014),?A small molecule p75(NTR) ligand, LM11A-31, reverses cholinergic neurite dystrophy in Alzheimer’s disease mouse models with mid- to late-stage disease progression; PLoS One?9?e102136 5) Meeker?et al.?(2016),?Novel p75 neurotrophin receptor ligand stabilizes neuronal calcium, preserves mitochondrial movement and protects against HIV associated neuropathogenesis; Exp. Neurol.?275?Pt.1 182