cas 6429-10-3, 4-(2-CHLORO-ETHYL)-1H-IMIDAZOLE HCL

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Rigid Oxazole Acinetobactin Analog Blocks Siderophore Cycling in Acinetobacter baumannii
The emergence of multidrug resistant (MDR) Gram-negative bacterial pathogens has raised global concern. Nontraditional therapeutic strategies, including antivirulence approaches, are gaining traction as a means of applying less selective pressure for resistance in vivo. Here, we show that rigidifying the structure of the siderophore preacinetobactin from MDR Acinetobacter baumannii via oxidation of the phenolate-oxazoline moiety to a phenolate-oxazole results in a potent inhibitor of siderophore transport and imparts a bacteriostatic effect at low micromolar concentrations under infection-like conditions.
Bohac, Tabbetha J.,Shapiro, Justin A.,Wencewicz, Timothy A.
p. 802 - 806
(2017/11/16)

Synthesis of acinetobactin
A structure involving the absolute configuration of acinetobactin (1b) was clarified. It was reconfirmed that preacinetobactin (1a) produced 1b by a rearrangement reaction.
Takeuchi, Yasuo,Ozaki, Satoru,Satoh, Masahiro,Mimura, Ken-Ichiro,Hara, Sei-Ichi,Abe, Hitoshi,Nishioka, Hiromi,Harayama, Takashi
scheme or table
p. 1552 - 1553
(2010/12/24)

Triggering DNAzymes with light: A photoactive C8 thioether-linked adenosine
Herein we report evidence for a light-inducible DNAzyme. In so doing, we also disclose the synthesis and photochemical properties of a novel nucleoside: 8-(2-(4-imidazolyl)ethyl-1-thio)-2′-deoxyriboadenosine (d1). The light sensitivity of (d1) was evaluated via an examination of the photoinduced reactivation of DNAzyme 8-17E from an inactive form that contained a single nucleotide (d1) modification. Restoration of DNAzyme activity results from a photoinduced reversion of (d1) to unmodified deoxyadenosine. Deuterium studies indicate that water is the source of hydrogen in the C8-H product and not the alkylthio group, suggesting that reversion of (1) to adenosine is not a consequence of simple homolysis of the C8-S bond but of an unprecedented photochemical conversion. This adenosine, which affords significant control of catalytic reactivation of a DNAzyme, may find general use in photodecaging other biological systems. Copyright
Ting, Richard,Lermer, Leonard,Perrin, David M.
p. 12720 - 12721
(2007/10/03)

Chemical Properties

Boiling Point: 347 °C at 760 mmHg
Flash Point:163.7 °C
Storage Temp.:Inert atmosphere,Room Temperature
Vapor Pressure: 3.92E-05mmHg at 25°C
PSA: 28.68000
LogP: 1.99300

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Chemical Properties

Boiling Point: 347 °C at 760 mmHg

Flash Point:163.7 °C

Storage Temp.:Inert atmosphere,Room Temperature

Vapor Pressure: 3.92E-05mmHg at 25°C

PSA: 28.68000

LogP: 1.99300

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