Ascomycin

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Ascomycin

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Cat No: 11309

Ascomycin, produced by the fermentation of S. hygroscopicus subsp. ascomyceticus, is an ethyl analog of tacrolimus (FK-506) with potent immunosuppressant properties that prevents T-cell proliferation through initial binding to FK-506-binding protein 1...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

(3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone

Correlated keywords:

11011-38-4 126340-36-1 133876-12-7 136457-58-4 137767-75-0 148400-02-6 159430-76-9 FR-520 FR-900520 L-683590 macrolide immunosuppressants tacrolimus FK506 T-cells immunophilin FKBP12 rapamycin peptidyl-prolyl cis-trans isomerase PfFKBP35 malaria FR 520 FR-520 FK-520 FR520 FK520 S.hygroscopicus ascomyceticus proliferation PPIase P. falciparum

Product Overview:
Ascomycin, produced by the fermentation of S. hygroscopicus subsp. ascomyceticus, is an ethyl analog of tacrolimus (FK-506) with potent immunosuppressant properties that prevents T-cell proliferation through initial binding to FK-506-binding protein 12 (FKBP12), an immunophilin that acts as the principal mediator of FK506- and rapamycin-induced immunosuppression.{20555,20556} Ascomycin inhibits the enzymatic peptidyl-prolyl cis-trans isomerase and chaperone activities of PfFKBP35, an FKBP from P. falciparum, a causative agent of malaria in humans with an IC50 value of 0.52 μM.{20557}

Size	5 mg
Shipping	dry ice
CAS Number	104987-12-4
Molecular Formula	C₄₃H₆₉NO₁₂
SMILES	O=C(C(N1[C@H](C(O[C@@H]([C@@H]([C@@H](O)CC([C@H](CC)/C=C(C[C@H](C)C[C@@H]2OC)\C)=O)C)/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)=O)CCCC1)=O)[C@]4(O)O[C@H]2[C@@H](OC)C[C@H]4C
Molecular Weight	792
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2933.39
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.