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相关概念视频

Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

6.2K
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
6.2K
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

4.8K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
4.8K
Phase II Reactions: Miscellaneous Conjugation Reactions01:19

Phase II Reactions: Miscellaneous Conjugation Reactions

62
Phase II biotransformations are detoxification mechanisms that conjugate xenobiotics with endogenous substances, neutralizing their toxicity.
A key example involves the conjugation of cyanide ions, which impair cellular respiration and alter hemoglobin into non-oxygen-carrying cyanmethemoglobin. To neutralize this threat, a sulfur atom from thiosulphate is transferred to the cyanide ion, catalyzed by the enzyme rhodanese, resulting in an inactive compound called thiocyanate. The production of...
62
Preparation of Nitriles01:12

Preparation of Nitriles

2.0K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.0K
Phase II Reactions: Glutathione Conjugation and Mercapturic Acid Formation01:22

Phase II Reactions: Glutathione Conjugation and Mercapturic Acid Formation

205
Glutathione, a tripeptide made up of glutamate, cysteine, and glycine, is a critical player in the detoxification of drugs and xenobiotics via a process known as glutathione conjugation or mercapturic acid formation. This phase II biotransformation reaction involves the covalent binding of glutathione to a drug or its metabolite, enhancing the compound's water solubility and enabling its excretion.
Several distinctive characteristics distinguish glutathione conjugation from other phase II...
205
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

2.8K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
2.8K

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相关实验视频

Updated: Jul 3, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation

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在 thionopeptide 降低保护期间的 thioamide 问题的 thioimidate 解决方案.

Jacob Byerly-Duke1, Brett VanVeller1

  • 1Department of Chemistry, Iowa State University, Ames, Iowa 50011, United States.

Organic letters
|February 11, 2024
PubMed
概括

在合成过程中,thioimidates保护thioamides,使得具有挑战性的α-螺旋的成功分离成为可能. 这一突破克服了胺含的先前合成限制.

科学领域:

  • 有机化学 有机化学
  • 类化学 类化学
  • 生物化学 生物化学

背景情况:

  • 胺基模仿键,对研究脊柱相互作用有价值.
  • 胺酸在固相合成 (SPPS) 过程中容易发生副作用.
  • 现有的方法在复杂合成过程中难以保护胺.

研究的目的:

  • 为了评估 thioimidates 在 SPPS 中作为 thioamides 的保护组.
  • 为了证明thioimidate在克服具有挑战性的脱保护步骤中的实用性.
  • 为了实现先前无法获得的基准α-螺旋的合成和分离.

主要方法:

  • 在延长过程中利用胺酸作为胺酸的保护组.
  • 研究了 thioimidates 在促进 thiopeptide 降低保护中的作用.
  • 采用了固相合成 (SPPS) 技术.

主要成果:

  • 在整个合成过程中,thioimidates有效地保护了thioamides.
  • 胺酸盐在关键的脱保护阶段显著有助于提高产量,提高产量.
  • 成功合成和分离了一种基准的α-螺旋,该以前抵抗过分离.

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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
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Synthesis and Structure Determination of &#181;-Conotoxin PIIIA Isomers with Different Disulfide Connectivities
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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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结论:

  • 胺酸是SPPS中胺酸的强有力的保护组.
  • 这一策略克服了合成含胺的关键挑战.
  • 允许访问复杂的结构,包括基准α-螺旋,用于进一步研究.