SML1545
Claramine trifluoroacetate salt
≥98% (HPLC)
Synonym(s):
(3β,6β)-6-[[3-[[4-[(3-Aminopropyl)amino]butyl]amino]propyl]amino]-cholestan-3-ol trifluoroacetate salt
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About This Item
Empirical Formula (Hill Notation):
C37H72N4O · xC2HF3O2
Molecular Weight:
588.99 (free base basis)
UNSPSC Code:
12352116
NACRES:
NA.77
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Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
H2O: 15 mg/mL, clear
storage temp.
2-8°C
General description
Claramine is an easy and quick to synthesize polyaminosteroid derivative. It is a trodusquemine-related compound and shares with it a spermino group, which is responsible for its inhibitory action towards protein tyrosine phosphatase 1B (PTP1B).
Biochem/physiol Actions
Claramine is a more conveniently-manufactured lead compound for the derivation of therapeutic agents. It is believed to be useful for the treatment of type II diabetes. Claramine is capable of crossing blood brain barrier (BBB) and is thought to mediate its action through hypothalamus, which is responsible for maintaining metabolic homeostasis. Claramine A1 is found effective against multidrug resistant bacteria and nosocomial diseases.
Claramine is a protein tyrosine phosphatase 1B (PTP1B) inhibitor, an analog of Trodusquemine. Like Trodusquemine, Claramine is a selective inhibitor of protein tyrosine phosphatase 1B (PTB1B), and not its closest related phosphatase TC-PTP. Claramine activated insulin signaling, increasing phosphorylation of insulin receptor-β (IRβ), Akt and GSK3β. It improved insulin sensitivity, restoring glycemic control in diabetic mice, and caused weight loss by suppressing food intake.
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Claramines: A New Class Of Broad-Spectrum Antimicrobial Agents With Bimodal Activity.
Blanchet M, et al.
ChemMedChem (2018)
Ping Yang et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(4), 5658-5672 (2020-02-27)
A contradictory role of CD36 in insulin resistance was found to be related to the nutrient state. Here, we examined that the physiological functions of CD36 in insulin signal transduction in mice fed a low-fat diet. CD36 deficiency led to
Zhaohong Qin et al.
Biochemical and biophysical research communications, 458(1), 21-27 (2015-01-28)
Protein tyrosine phosphatase 1B (PTP1B) inhibits insulin signaling, interfering with its control of glucose homeostasis and metabolism. PTP1B activity is elevated in obesity and type 2 diabetes and is a major cause of insulin resistance. Trodusquemine (MSI-1436) is a "first-in-class"
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