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Methods for modular synthesis of n-glycans and arrays thereof

A module and protecting group technology, applied in chemical instruments and methods, biochemical equipment and methods, pharmaceutical formulations, etc., can solve problems affecting the binding affinity and specificity of glycan-protein interactions

Inactive Publication Date: 2019-01-11
ACAD SINIC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the spacers and immobilization chemistries used in different array versions undoubtedly lead to differences in the density, distribution and orientation of glycan presentation, which significantly affects the binding affinity and even specificity of glycan-protein interactions

Method used

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  • Methods for modular synthesis of n-glycans and arrays thereof
  • Methods for modular synthesis of n-glycans and arrays thereof
  • Methods for modular synthesis of n-glycans and arrays thereof

Examples

Experimental program
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Effect test

example

[0419] The present invention and the examples herein demonstrate the discovery that N-glycans are synthesized and produced in an array with surprising efficacy and efficiency to achieve unexpected efficacy in the measurement, prediction and / or diagnosis of disease states such as HIV-1 .

[0420] The following table sets forth examples of embodiments of the various attributes of the invention:

[0421] chemical synthesis

[0422] Materials and methods

[0423] All reagents were purchased from Sigma Aldrich, Across and used without further purification. Anhydrous solvents were purchased from commercial sources without further distillation. Powdered Molecular Sieves for Glycosylation (Aldrich) Activation was performed by heating at 350 °C for 3 h. Reactions were monitored by analytical thin layer chromatography (TLC) in EM silica gel 60F254 dishes and visualized under UV (254 nm) and / or by staining with acidic ceric ammonium molybdate or p-anisaldehyde. Flash chromatograph...

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Abstract

The present disclosure relates to novel modular methods for generating a diversity of N-glycans of high mannose, hybrid and complex types. The present disclosure also relates to exemplary arrays of the synthesized N-glycans spotted onto aluminium oxide coated slides. These arrays can be used to detect and analyze binding interactions between the synthesized N-glycansand glycan binding molecules, such as HIV-1 neutralizing antibodies. The present disclosure also relates to methods for identifying agents that bind to various types of molecules on the arrays and to defining the structural elements of the molecules on the arrays that bind to those agents. The arrays and methods provided herein may be used for general epitope identification, drug discovery and as analytical tools. The present disclosure also provides useful glycans and epitope determinants that are useful in detecting, diagnosing, recurrence monitoring and preventing pathological diseases such as HIV.

Description

[0001] Related applications [0002] This application claims priority to U.S. Provisional Patent Application Serial No. 62 / 305,441, filed March 8, 2016. Its content is incorporated herein by reference in its entirety. technical field [0003] The present invention generally relates to chemical and chemoenzymatic methods for the synthesis of high mannose, mixed and complex highly diverse N-glycans, arrays made from these glycans and uses of these arrays. In particular, the present invention relates to methods for the synthesis of N-glycan arrays on alumina-coated substrates using novel, modular N-glycan synthesis pathways, and the usefulness of these N-glycan arrays for detection and analysis such as broad Use of neutralizing binding reactions of glycan binding molecules of HIV antibodies. Background technique [0004] N-linked glycosylation of proteins is fundamental and important for post-translational modifications found in both eukaryotes and prokaryotes. This protein...

Claims

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Application Information

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IPC IPC(8): C08B37/00C12P19/04G01N33/68G01N33/50G01N33/532
CPCC12P19/04G01N33/50G01N33/532G01N33/68C08B37/006G01N33/56988G01N33/6893A61K31/702C07H5/06C12N9/107C12P19/28Y02P20/55C08B37/0081G01N33/5044G01N33/6854C07K16/1045C12N2740/16063
Inventor 翁启惠吴宗益萨钦·S·希瓦特雷
Owner ACAD SINIC