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Merck
CN

SML4022

Didemnin B

≥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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关于此项目

经验公式（希尔记法）:
C57H89N7O15
化学文摘社编号:
77327-05-0
分子量:
1112.35
UNSPSC Code:
12352209
NACRES:
NA.21
Assay:
≥95% (HPLC)
Form:
(Powder or Lyophilized powder or film)
Quality level:
100

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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

SMILES string

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

assay

≥95% (HPLC)

form

(Powder or Lyophilized powder or film)

color

white to off-white

storage temp.

-10 to -25°C

Quality Level

100

相关类别

Biochem/physiol Actions

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
0000361387
0000377471
0000377471
0000361387

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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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