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Key Documents

SML4022

Sigma-Aldrich

Didemnin B

new

≥95% (HPLC)

Sinonimo/i:

(2S)-2-Hydroxypropanoyl-L-prolyl-N-methyl-D-leucyl-L-threonyl-(3S,4R,5S)-4-amino-3-hydroxy-5-methylheptanoyl-(2S,4S)-4-hydroxy-2,5-dimethyl-3-oxohexanoyl-L-leucyl-L-prolyl-N,O-dimethyl-L-tyrosine (9→4)-lactone, N-[1-[(2S)-2-Hydroxy-1-oxopropyl]-L-prolyl]didemnin A, NSC 325319, NSC 333841

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About This Item

Formula empirica (notazione di Hill):
C57H89N7O15
Numero CAS:
Peso molecolare:
1112.35
Codice UNSPSC:
12352209
Codice UNSPSC:
12352200

Livello qualitativo

Saggio

≥95% (HPLC)

Forma fisica

(Powder or Lyophilized powder or film)

Colore

white to off-white

Temperatura di conservazione

-10 to -25°C

Stringa SMILE

O=C1N2[C@]([H])(C(N(C)[C@@H](CC3=CC=C(OC)C=C3)C(O[C@H](C)[C@H](NC([C@H](N(C([C@H]4N(C([C@H](C)O)=O)CCC4)=O)C)CC(C)C)=O)C(N[C@]([H])([C@H](CC)C)[C@@H](O)CC(O[C@@H](C(C)C)C([C@H](C)C(N[C@H]1CC(C)C)=O)=O)=O)=O)=O)=O)CCC2

Azioni biochim/fisiol

Marine-derived cyclic depsipeptide with potent antiviral, immunosuppressive and anticancer activities; induces rapid apoptosis; elongation factor 1A inhibitor.Didemnin B is a marine-derived cyclic depsipeptide with potent antiviral, immunosuppressive and anticancer activities. Didemnin B selectively induces rapid apoptosis through dual inhibition of palmitoyl-protein thioesterase 1 (PPT1) and eukaryotic translation elongation factor 1 alpha 1 (EEF1A1). Binds to the eEF1A(GTP)-aa-tRNA ternary complex and inhibits translation. Didemnin B improves nonalcoholic fatty liver disease (NAFLD) histopathology, glucose homeostasis, and dyslipidemia in western diet-induced obese mice.

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


Certificati d'analisi (COA)

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Malia B Potts et al.
Nature chemical biology, 11(6), 401-408 (2015-04-14)
Modern cancer treatment employs many effective chemotherapeutic agents originally discovered from natural sources. The cyclic depsipeptide didemnin B has demonstrated impressive anticancer activity in preclinical models. Clinical use has been approved but is limited by sparse patient responses combined with
Treatment with didemnin B, an elongation factor 1A inhibitor, improves hepatic lipotoxicity in obese mice
Physiological Reports, 4(17) (2016)
Manuel F Juette et al.
eLife, 11 (2022-10-21)
Rapid and accurate mRNA translation requires efficient codon-dependent delivery of the correct aminoacyl-tRNA (aa-tRNA) to the ribosomal A site. In mammals, this fidelity-determining reaction is facilitated by the GTPase elongation factor-1 alpha (eEF1A), which escorts aa-tRNA as an eEF1A(GTP)-aa-tRNA ternary

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