F4679

FK-506 monohydrate

≥98% (HPLC), powder, in vitro T cell proliferation blocker

• Synonyme(s) : Tacrolimus
• Formule empirique (notation de Hill): C₄₄H₆₉NO₁₂ · H₂O
• Numéro CAS: 109581-93-3
• Poids moléculaire : 822.03
• Numéro MDL: MFCD11045918
• Code UNSPSC : 12352200
• ID de substance PubChem : 24724482
• Nomenclature NACRES : NA.77

Propriétés

• product name: FK-506 monohydrate, ≥98% (HPLC)
• Pureté: ≥98% (HPLC)
• Forme: powder
• Solubilité: DMSO: 20 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: O.CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]2OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@]4(O)O[C@H]([C@H](C[C@@H](C)C\C(C)=C\[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)OC)[C@H](C[C@H]4C)OC
• InChI: 1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
• Clé InChI: NWJQLQGQZSIBAF-MLAUYUEBSA-N
• Informations sur le gène: human ... FKBP1A(2280)

Description

Application

FK-506 monohydrate has been used:

• as an immunosuppressive agent in coculture medium to study the effect of immunologic reaction
• as a calcineurin inhibitor, in anhydrous Me₂SO solution
• to treat retinal pigment epithelial cells to measure possible cytotoxicity

Actions biochimiques/physiologiques

FK-506 also appears to inhibit Na⁺/Ca²⁺ exchange. FK-506 and its derivatives demonstrate significant neurodegenerative activity. This property seems to arise via different mechanisms. FK-506 is also useful in treating ophthalmologic complications such as corneal graft rejection, uveoretinitis and allergen induced conjunctivitis.

FK-506 is a potent immunosuppressant, neuroprotective and neuroregenerative, and in vitro T cell proliferation blocker. FK-506 disrupts calcineurin-mediated signal transduction in T lymphocytes and interacts with its FK-506-binding protein-12 (FKBP12).

Caractéristiques et avantages

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Autres remarques

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P301 + P310
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges