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66-81-9

Articles about 66-81-9Total 5 be found

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Versatile Synthetic Route to Cycloheximide and Analogues That Potently Inhibit Translation Elongation
Cycloheximide (CHX) is an inhibitor of eukaryotic translation elongation that has played an essential role in the study of protein synthesis. Despite its ubiquity, few studies have been directed towards accessing synthetic CHX derivatives, even though such efforts may lead to protein synthesis inhibitors with improved or alternate properties. Described here is the total synthesis of CHX and analogues, and the establishment of structure–activity relationships (SAR) responsible for translation inhibition. The SAR studies aided the design of more potent compounds, one of which irreversibly blocks ribosomal elongation, preserves polysome profiles, and may be a broadly useful tool for investigating protein synthesis.
Park, Yongho,Koga, Yumi,Su, Cindy,Waterbury, Amanda L.,Johnny, Christopher L.,Liau, Brian B.
p. 5387 - 5391
(2019/03/26)

Cycloheximide and actiphenol production in streptomyces sp. YIM56141 governed by single biosynthetic machinery featuring an acyltransferase-less type i polyketide synthase
Cycloheximide (1) and actiphenol (2) have been isolated from numerous Streptomyces species. Cloning, sequencing, and characterization of a gene cluster from Streptomyces sp. YIM65141 now establish that 1 and 2 production is governed by single biosynthetic machinery. Biosynthesis of 1 features an acyltransferase-less type I polyketide synthase to construct its carbon backbone but may proceed via 2 as a key intermediate, invoking a provocative reduction of a phenol to a cyclohexanone moiety in natural product biosynthesis.
Yin, Min,Yan, Yijun,Lohman, Jeremy R.,Huang, Sheng-Xiong,Ma, Ming,Zhao, Guang-Rong,Xu, Li-Hua,Xiang, Wensheng,Shen, Ben
supporting information
p. 3072 - 3075
(2014/06/23)

KINETICALLY AND THERMODYNAMICALLY CONTROLLED SYNTHESIS OF 2,6-DISUBSTITUTED CYCLOHEXANONE SEMICARBAZONES. A MOLECULAR MECHANICS STUDY OF A1,3-STRAIN
Reasonable values for Me-Me, H-Me and Me-H A1,3-strain have been evaluated by molecular mechanics calculations on differently substituted methylenecyclohexanes (5.46-6.75, 1.03 and 0.71 kcal/mol, respectively).The chair-to-chair inversion barri
Castello, Assumpta,Jaime, Carlos,Marquet, Jorge,Moreno-Manas, Marcial
p. 3791 - 3802
(2007/10/02)

Synthesis and antimicrobial activity of optically active trans-cycloheximide isomers
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Kudo,Oritani,Yamashita
p. 2315 - 2319
(2007/10/02)

Cycloheximide transformations. I. Kinetics and mechanisms in aqueous acid.
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Garrett,Notari
p. 425 - 434
(2007/10/08)

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Chemical Properties

Appearance/Colour :Off-white to light tan powder
Melting Point: 111-116 °C
Boiling Point: 491.8 °C at 760 mmHg
Flash Point:251.2 °C
Density: 1.136 g/cm³
Solubility:Soluble in Ethanol (up to 14 mg/ml) or in Water (up to 7 mg/ml).
Storage Temp.:2-8°C
Vapor Pressure: 9.81E-12mmHg at 25°C
Refractive Index: 1.498
PKA: 11.61±0.40(Predicted)
BRN: 88868
PSA: 83.47000
LogP: 1.37030

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