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Key Documents

SML1545

Sigma-Aldrich

Claramine trifluoroacetate salt

≥98% (HPLC)

Sinonimo/i:

(3β,6β)-6-[[3-[[4-[(3-Aminopropyl)amino]butyl]amino]propyl]amino]-cholestan-3-ol trifluoroacetate salt

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About This Item

Formula empirica (notazione di Hill):
C37H72N4O · xC2HF3O2
Peso molecolare:
588.99 (free base basis)
Codice UNSPSC:
12352116
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

white to beige

Solubilità

H2O: 15 mg/mL, clear

Temperatura di conservazione

2-8°C

Descrizione generale

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).

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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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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