使用扩散有序NMR光谱法 (DOSY) 对多糖的化学结构表征
Mariana Mazetto de Carvalho1, Christiane Færestrand Ellefsen1, Andrea Angelov Eltvik1
1Department of Pharmacy, University of Oslo, P.O. Box 1068 Blindern, NO-136 Oslo, Norway.
Carbohydrate polymers
|December 5, 2024
概括
扩散有序光谱法 (DOSY) NMR成功地从酵母和中分化了β-葡萄糖. 这种技术可以区分多糖联结模式,有助于结构-活性关系研究.
科学领域:
- 碳水化合物化学 碳水化合物化学
- 分析化学 分析化学
- 频谱学是一种光谱学.
背景情况:
- 多糖类,如β-葡萄糖,表现出各种各样的生物活动,受其化学结构的影响.
- 区分化学上相似的多糖与不同的链接模式之间的区别对于理解它们的功能至关重要.
- 核磁共振 (NMR) 光谱是一种强大的工具,用于多糖体的表征.
研究的目的:
- 评估DOSY NMR光谱在根据它们的链接模式区分化学相关的多糖的潜力.
- 为了比较酵母 (Saccharomyces cerevisiae) 和 (Pleurotus eryngii) 的β-葡萄糖的结构特征,使用DOSY NMR.
- 评估DOSY NMR对多糖的结构-活性关系研究的有用性.
主要方法:
- 从酵母,和Laminaria digitata中分离和描述β-葡萄糖.
- 甲基化分析和1D/2DNMR光谱用于初始结构阐明.
- 扩散有序光谱 (DOSY) NMR用于分析分子扩散和区分多糖成分.
主要成果:
- 所有分析的β-葡萄糖都含有 →3) -Glcp-(1→, →3,6) -Glcp-(1→, Glcp-(1→,以及 →6) -Glcp-(1→链路.
- DOSY NMR显示,酵母β-葡萄糖对 →3) -Glcp-(1→和 →6) -Glcp-(1→单元的扩散时间相同,表明单个多糖.
- β-葡萄糖对这些单位的扩散时间不同,表明存在不同的多糖.
结论:
- DOSY的NMR光谱学可以有效地区分化学相关的多糖体中的不同链接模式.
- 该技术为多糖混合物的结构异质性提供了宝贵的见解.
- DOSY NMR是多糖体识别的一个有前途的工具,有助于结构-活性相关性研究.
相关概念视频
¹³C NMR: Distortionless Enhancement by Polarization Transfer (DEPT)
1.0K
When proton-coupled carbon-13 spectra are simplified by a broadband proton decoupling technique, structural information about the coupled protons is lost. Distortionless enhancement by polarization transfer (DEPT) is a technique that provides information on the number of hydrogens attached to each carbon in a molecule. While the DEPT experiment utilizes complex pulse sequences, the pulse delay and flip angle are specifically manipulated. The resulting signals have different phases depending on...
1.0K
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution
807
At room temperature, the chair conformer of cyclohexane undergoes rapid ring flipping between two equivalent chair conformers at a rate of approximately 105 times per second. These two chair conformers are in equilibrium. The rapid ring flipping results in the interconversion of the axial proton to an equatorial proton and an equatorial to the axial proton. Such interconversions are too rapid and cannot be detected on the NMR timescale. Hence, the NMR spectrometer cannot distinguish between the...
807
Chemistry of Carbohydrates
71.2K
Carbohydrates are an essential part of the diet in humans and animals. Grains, fruits, and vegetables are natural sources of carbohydrates that provide energy to the body, particularly through glucose, a simple sugar that is a component of starch and an ingredient in many staple foods. The stoichiometric formula (CH2O)n, where n is the number of carbons in the molecule represents carbohydrates. In other words, the ratio of carbon to hydrogen to oxygen is 1:2:1 in carbohydrate molecules. This...
71.2K
¹H NMR: Interpreting Distorted and Overlapping Signals
1.0K
Spin systems where the difference in chemical shifts of the coupled nuclei is greater than ten times J are called first-order spin systems. These nuclei are weakly coupled, and their chemical shifts and coupling constant can generally be estimated from the well-separated signals in the spectrum.
As Δν decreases and the signals move closer, the doublets appear increasingly distorted. The intensities of the inner lines increase at the cost of those of the outer lines as the signals are...
As Δν decreases and the signals move closer, the doublets appear increasingly distorted. The intensities of the inner lines increase at the cost of those of the outer lines as the signals are...
1.0K
Oligosaccharide Assembly
2.8K
Protein glycosylation starts in the ER lumen and continues in the Golgi apparatus. Glycosyltransferases catalyze the addition of sugar molecules or glycosylation of proteins. Usually, these enzymes add sugars to the hydroxyl groups of selected serine or threonine residues to form O-linked glycans or the amino groups of asparagine residues to form N-linked glycans. Different positions on the same polypeptide chain can contain differently linked glycans.
Multiple sugar molecules that may or may...
Multiple sugar molecules that may or may...
2.8K
2D NMR: Heteronuclear Single-Quantum Correlation Spectroscopy (HSQC)
639
Heteronuclear single-quantum correlation spectroscopy (HSQC) is a 2D NMR technique that reveals one-bond correlations between hydrogen and a heteronucleus. The HSQC experiment is similar to the heteronuclear correlation experiment (HETCOR) but is more sensitive. In the HSQC spectrum, the proton chemical shift is plotted on the horizontal F2 axis, while the 13C chemical shift is plotted on the vertical F1 axis. The corresponding proton and 13C spectra are also shown. The HSQC contour plot does...
639


