41302-32-3

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 5-IODOVALERATE is used as a reagent for the synthesis of 8-Amino-7-oxopelargonic Acid Hydrochloride (A618750), which is an intermediate in the production of biotin. Biotin, also known as vitamin B7 or vitamin H, is an essential nutrient that plays a vital role in various metabolic processes in the human body.
Used in Antimicrobial Research:
ETHYL 5-IODOVALERATE is also utilized in the study of the catalytic mechanism of AOP synthase, an enzyme involved in the transformation of Pimeloyl-CoA into AOP in the presence of L-alanine. Understanding the mechanism of this enzyme can lead to the development of potential inhibitors, which may be useful in the creation of new antimicrobial agents to combat drug-resistant bacteria.

InChI:InChI=1/C7H13IO2/c1-2-10-7(9)5-3-4-6-8/h2-6H2,1H3

Upstream product

• 64-17-5 ethanol 
• 19448-36-3 5-iodopentanoic acid 
• 2323-81-1 ethyl 5-chloropentanoate 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 2067-33-6 5-bromopentanoic acid 
• 14660-52-7 ethyl 5-bromovalerate 

Downstream Products

• 16694-32-9 7-oxooctadecanoic acid 
• 333-67-5 5-Fluor-valeriansaeure-ethylester 
• 14274-15-8 2-phenyl-heptanedioic acid 
• 101171-43-1 7-oxo-tridecane-1,13-dioic acid 
• 73301-28-7 1-methyl-4-(4-carbethoxybutyl)-4-(phenylsulfonyl)cyclohexene 
• 81841-99-8 6,6-(ethylenedioxy)-3-(4-carbethoxybutyl)-3-(phenylsulfonyl)cyclohexene 
• 1462-97-1 1-butyl-cyclopentanol 
• 120-92-3 cyclopentanone 
• 218953-26-5 2-(2-tert-butoxycarbonylaminopropionyl)heptanedioic acid 7-ethylester 1-methyl ester 
• 79023-06-6 5-(4-methoxyphenyl)pentanoic acid ethyl ester 
• 60755-22-8 1-(4-methoxyphenyl)-4-phenyl-1,4-butanedione 
• 16076-62-3 ethyl 6-cyclohexyl-6-oxohexanoate 
• 4248-25-3 ethyl 6-oxo-6-phenylhexanoate 
• 333355-35-4 ethyl 6-(3-chlorophenyl)-6-oxohexanoate 

Relevant academic research and scientific papers

Aminoglycoside hybrids as potent RNA antagonists

Aminoglycosides specifically bind to the A-site decoding region of prokaryotic 16S rRNA with dissociation constants in the 1-2 μM range. The aminoglycoside paromomycin binds to a truncated A-site construct with a K(d) = 1.85 μM. Paromomycin analogs are described here in which the aminoglycoside is linked via spacer groups to either thiazole orange or pyrene. These analogs bind specifically to the truncated A-site construct, but with affinities considerably higher than paromomycin itself. The binding of the hybrid molecules to the A-site is greater the shorter the spacer group.

Dual function catalysts. Dehydrogenation and asymmetric intramolecular Diels-Alder cycloaddition of N-hydroxy formate esters and hydroxamic acids: Evidence for a ruthenium-acylnitroso intermediate

The chiral ruthenium salen complex, 13b, functions as an efficient catalyst for the sequential oxidation and asymmetric Diels-Alder cycloaddition of hydroxamic acids and N-hydroxy formate esters. This result provides evidence for the formation of a ruthen

PRODUCTION METHOD OF IODOALKANE DERIVATIVE USING MICROWAVE

PROBLEM TO BE SOLVED: To provide a production method of an iodoalkane derivative, with which the iodoalkane derivative can be produced even in a nonpolar solvent. SOLUTION: In a production method of a 5-iodovaleric acid ester, for example a 5-halogenovaleric acid ester represented by formula (1A) (in formula, R is a 1-6C alkyl group or a 7-11C aralkyl group and X is a chlorine atom or a bromine atom), is made to react with an alkali metal iodide salt by being brought into contact therewith in an organic solvent, in the presence of a tetrasubstituted ammonium salt, and further under microwave irradiation, in which 5-iodovaleric acid ester is represented by formula (3A), (in formula, R is synonymous with that in formula (1A)). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Finkelstein Reaction in Non-polar Organic Solvents: A Streamlined Synthesis of Organic Iodides

The Finkelstein reaction of organic halides was found to proceed smoothly in non-polar organic solvents other than acetone when operated in the presence of a catalytic amount of tetra-n-butylammonium bromide and water. The new protocol was successfully applied to a preparation of ethyl 5-iodopentanoate from the corresponding bromide which was used directly for zinc reagent formation and Fukuyama coupling to enable the formation of the (+)-biotin side chain in a streamlined manner. Rate acceleration by microwave irradiation and an application to the synthesis of trimethylsilyl iodide will be described as well.

Modulation of BCR signaling by the induced dimerization of receptor-associated SYK

Clustering of the B cell antigen receptor (BCR) by polyvalent antigens is transmitted through the SYK tyrosine kinase to the activation of multiple intracellular pathways that determine the physiological consequences of receptor engagement. To explore factors that modulate the quantity and quality of signals sent by the crosslinked BCR, we developed a novel chemical mediator of dimerization to induce clustering of receptor-associated SYK. To accomplish this, we fused SYK with E. coli dihydrofolate reductase (eDHFR), which binds the small molecule trimethoprim (TMP) with high affinity and selectivity and synthesized a dimer of TMP with a flexible linker. The TMP dimer is able to induce the aggregation of eDHFR-linked SYK in live cells. The induced dimerization of SYK bound to the BCR differentially regulates the activation of downstream transcription factors, promoting the activation of Nuclear Factor of Activated T cells (NFAT) without affecting the activation of NFκB. The dimerization of SYK enhances the duration but not the amplitude of calcium mobilization by enhancing the extent and duration of its interaction with the crosslinked BCR at the plasma membrane.

The value of 2JP–CO as a diagnostic parameter for the structure and thermal reactivity of carbonyl-stabilised phosphonium ylides

A survey of 20 carbonyl-stabilised phosphonium ylides with recently reported X-ray structures shows a strong correlation between the C[dbnd]P to C[dbnd]O torsion angle and the value of 2JP–CO, with high values being associated with an anti configuration and low with syn. Seven new X-ray structural determinations are reported, several for types of ylide not crystallographically characterised before, and these also conform to this pattern. The value of 2JP–CO is then correlated with whether or not thermal extrusion of Ph3PO occurs to give alkynes for over 200 ylides and an empirical rule developed that the extrusion never occurs for ylides where this value is > 11 Hz. This is used to rationalise the anomalous behaviour of some trioxo ylides and cyclic ylides, two of which afford cycloalkynes, isolated after rearrangement as the isomeric 1,3-dienes. The rule also holds for a family of novel highly fluorinated ylides which afford fluorinated alkynes in good yield upon flash vacuum pyrolysis.

Synthesis of Non-natural, Frame-Shifted Isoprenoid Diphosphate Analogues

A set of synthetic approaches was developed and applied to the synthesis of eight frame-shifted isoprenoid diphosphate analogues. These analogues were designed to increase or decrease the methylene units between the double bonds and/or the pyrophosphate m

Ligand-Enabled Meta-C-H Alkylation and Arylation Using a Modified Norbornene

2-Carbomethoxynorbornene is identified as a more effective transient mediator to promote a Pd(II)-catalyzed meta-C(sp2)-H alkylation of amides with various alkyl iodides as well as arylation with previously incompatible aryl iodides. The use of a tailor-made quinoline ligand is also crucial for this reaction to proceed.

Enantioselective allylic hydroxylation of w-alkenoic acids and esters by P450 BM3 monooxygenase

Chiral allylic alcohols of w-alkenoic acids and derivatives thereof are highly important building blocks for the synthesis of biologically active compounds. The direct enantioselective C-H oxidation of linear terminal olefins offers the shortest route toward these compounds, but known synthetic methods are limited and suffer from low selectivities. Described herein is an enzymatic approach using the P450 BM3 monooxygenase mutant A74G/L188Q, which catalyzes allylic hydroxylation with high to excellent chemo- and enantioselectivities providing the desirable secondary alcohols.

BRANCHED ALKYL AND CYCLOALKYL TERMINATED BIODEGRADABLE LIPIDS FOR THE DELIVERY OF ACTIVE AGENTS

The present invention relates to a cationic lipid of formula (I) having one or more biodegradable groups located in a lipidic moiety (e.g., a hydrophobic chain) of the cationic lipid. These cationic lipids may be incorporated into a lipid particle for delivering an active agent, such as a nucleic acid. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.