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Chemical Structure| 1609-47-8 Chemical Structure| 1609-47-8

Structure of Diethyl pyrocarbonate
CAS No.: 1609-47-8

Chemical Structure| 1609-47-8

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DEPC is used to inactivate RNase enzymes.

Synonyms: Diethyl pyrocarbonate

4.5 *For Research Use Only !

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Wayment, Adam X ; Scheidt, Karl A ;

Abstract: γ-Amino acid derivatives are important motifs in medicinal chemistry and have shown wide applicability as inhibitory neurotransmitters. An important class of these compounds feature α,α-disubstitution. However, established routes for the direct synthesis of γ-amino esters bearing α-quaternary centers are severely limited in both number of available routes and scope of the transformation. Herein a method is presented for the three-component synthesis of α,α-disubstituted γ-amino esters via N-heterocyclic carbene/photoredox dual catalysis. This reaction involves in situ formation of an acyl azolium ester which undergoes photocatalytic reduction to the key stabilized alkoxycarbonyl radical. This methodology is shown to be capable of synthesizing a wide variety of γ-amino esters with various α-quaternary centers in moderate to good yields, including a derivative of the drug loperamide. The diversity of products that can be synthesized facilitates the rapid generation of libraries of γ-amino acid derived compounds.

Keywords: γ-amino acids ; N-heterocyclic carbene catalysis ; photocatalysis

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Jonathan G. Kwok ;

Abstract: A long-standing goal in the field of chemical biology is coupling molecular recognition with the prowess of synthetic chemistry to produce novel compounds serving as chemical probes and therapeutic agents. One class of biomolecules that has gained considerable research focus and advancement for targeting is ribonucleic acid, RNA. Transcriptomic data have shown that both coding and non-coding RNA have critical roles in regulating every aspect of the central dogma of molecular biology. Although the research field continues to thrive in the development of RNA-binding ligands, current modalities are limited to targeting single-stranded and structurally complex RNA. The double-stranded RNA remains one of the most challenging structures to target. Double-stranded RNA is found in many functional tertiary and quaternary structured RNA and offers opportunities to modulate its biological activities. Herein, I describe my efforts for the design, synthesis, and biochemical and biophysical evaluations of a novel proteomimetic scaffold, referred to as the Crosslinked Helical Fork for the structure-and sequence-specific recognition of double-stranded RNA. Chapter 1 introduces the current advancements in targeting primary, secondary, and tertiary structured RNA. The topics for discussion will focus on modalities recognizing RNA in a sequence- or structured-specific manner and how current complex structured RNA are liganded. Chapter 2 describes the design and binding assessments of two ahelical RNA-binding peptides that mimic the groove-binding proteins Rnt1p from Saccharomyces cerevisiae and Tat from the equine infectious anemia virus. Chapter 3 addresses the issues from the results of Chapter 2 by introducing an encodable proteomimetic scaffold that mimics a dimeric a-helical RNA-binding viral protein binding in the major groove of double-stranded RNA. The synthetic scaffold was inspired by the Tomato Aspermy Virus 2b (TAV2b) protein. The chapter concludes with the firstgeneration design principles of targeting double-stranded RNA in a structure- and sequence-specific manner and future directions to improve the encodable scaffold. Additional supporting data can be found after Chapter 3 in the Appendix.

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Alternative Products

Product Details of Diethyl pyrocarbonate

CAS No. :1609-47-8
Formula : C6H10O5
M.W : 162.14
SMILES Code : O=C(OCC)OC(OCC)=O
Synonyms :
Diethyl pyrocarbonate
MDL No. :MFCD00009106
InChI Key :FFYPMLJYZAEMQB-UHFFFAOYSA-N
Pubchem ID :3051

Safety of Diethyl pyrocarbonate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.17mL

1.23mL

0.62mL

30.84mL

6.17mL

3.08mL

61.67mL

12.34mL

6.17mL

 

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