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Merck
CN
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安全信息

SML4022

Sigma-Aldrich

Didemnin B

new

≥95% (HPLC)

别名:

(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

经验公式（希尔记法）:
C57H89N7O15
CAS号:
77327-05-0
分子量:
1112.35
UNSPSC代码:
12352209
UNSPSC代码:
12352200

质量水平

100

方案

≥95% (HPLC)

表单

(Powder or Lyophilized powder or film)

颜色

white to off-white

储存温度

-10 to -25°C

SMILES字符串

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

InChI

1S/C57H89N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65

InChI key

KYHUYMLIVQFXRI-SJPGYWQQSA-N

生化/生理作用

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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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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