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Merck
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Key Documents

SML1545

Sigma-Aldrich

Claramine trifluoroacetate salt

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C37H72N4O · xC2HF3O2
Poids moléculaire :
588.99 (free base basis)
Code UNSPSC :
12352116
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: 15 mg/mL, clear

Température de stockage

2-8°C

Description générale

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).

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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