Facile chemoenzymatic synthesis and purification of glycolipids
Facile chemoenzymatic synthesis and purification of glycolipids
批准号:
9753277
负责人:
Xi Chen
金额:
$67.51万
依托单位国家:
美国
项目类别:
财政年份:
2016
资助国家:
美国
项目状态:
已结题
起止时间:
2016-09-01 至 2021-07-31
关键词:
AcylationAnimalsBindingBinding ProteinsBiochemical ReactionBiologicalBiological AssayBiological ProcessBiological SciencesCarbohydratesCeramidesChargeChemicalsChloroformCommunitiesComplexDatabasesEnzymesFamilyFatty AcidsGlycobiologyGlycoconjugatesGlycolipidsGlycosphingolipidsGlycosylphosphatidylinositolsHydrophobicityIndividualLaboratoriesLactosylceramidesLearningLegal patentLibrariesLinkLipidsLipopolysaccharidesMembrane LipidsMethodsModificationMonosaccharidesNatureNeckOligosaccharidesOne-Step dentin bonding systemOrganic solvent productPhasePlayPolysaccharidesPreparationProblem SolvingProductionPropertyProtocols documentationReactionReagentResearchResearch PersonnelRoleRunningS PhaseSeriesSialic AcidsSolidSolubilitySphingolipidsStructureSurfaceSystemThin Layer ChromatographyValidationVariantWestern Blottingaqueousbasebiological researchbiological systemscarbohydrate structurechemical synthesisdesignflexibilityglycoglycerolipidglycosylationglycosyltransferaseinterestoff-patentphysical propertyprogramsstemtoolwater solubilityweb site
中文摘要
简单的化学酶合成和纯化糖脂
英文摘要
Facile chemoenzymatic synthesis and purification of glycolipids
Project Summary
Carbohydrates and glycoconjugates play important roles in biological systems. However, they are very difficult to
obtain by isolation from nature due to their structural complexity, the low abundance of some forms, general
polarity of these compounds, and the presence of other compounds with similar properties. They are also
challenging to synthesize despite various chemical, enzymatic, and chemoenzymatic methods that have been
developed so far. Among diverse methods developed, chemoenzymatic methods have great advantages. They
combine the flexibility of chemical synthesis of building blocks that can be used by enzymes, especially
glycosyltransferases, for synthesizing biologically important glycans and glycoconjugates in a regio- and
stereo-selective manner. A large array of enzymes have been characterized to allow the synthesis of desired
targets, including those containing naturally occurring and non-natural modifications. However, product
purification is a bottle-neck step. Chemoenzymatic methods have not been broadly used for producing
glycolipids, a unique class of biomolecules that can be relatively easy to separate from other biomolecules by
extraction. We plan to develop simple and convenient chemoenzymatic synthesis and facile purification methods
for efficient production of complex bioactive glycolipids including those containing neutral and/or charged
glycans with diverse lipid forms. The method will allow solution-phase synthesis of glycolipids using one-pot
multienzyme (OPME) systems to achieve high selectivity and efficiency, and easy product purification by C18
cartridge-based solid-phase extraction (SPE). It is readily adaptable for automated synthesis. High efficiency of
the enzymes that have been identified and will be discovered in the PI and the Co-PI's labs combining with easy
isolation of the acceptor/products from other components will allow individual glycosylation reaction to be pushed
to high yields with or without re-run of the reactions. As the variation of glycans and lipids are enormous, it is
impractical to synthesize all interesting glycolipids in the current proposal. Instead, representative families and
classes of glycolipids will be produced in the proposed project. Synthetic and purification protocols will be
established. Convenient-to-store and easy-to-use enzymes and reagent kits will be assembled. These can be
used by non-specialists for synthesizing, purification, and study of desired glycolipids of their interest in their own
labs with a general research lab setting. Cross validation will be performed by different individuals in different
labs. Protocols will be prepared and shared on a designated website and be included in the kits.
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DOI:
10.1002/cssc.202102539
发表时间:
2022-05-06
期刊:
CHEMSUSCHEM
影响因子:
8.4
作者:
[Bai, Yuanyuan, Yang, Xiaohong, Yu, Hai, Chen, Xi]
通讯作者:
Chen, Xi
One-pot multienzyme (OPME) chemoenzymatic synthesis of brain ganglioside glycans with human ST3GAL II expressed in E. coli.
使用大肠杆菌中表达的人 ST3GAL II 进行脑神经节苷脂聚糖的一锅多酶 (OPME) 化学酶合成。
DOI:
10.1002/cctc.202101498
发表时间:
2022
期刊:
ChemCatChem
影响因子:
4.5
作者:
[Yang,Xiaoxiao, Yu,Hai, Yang,Xiaohong, Kooner,AnoopjitSingh, Yuan,Yue, Luu,Bryant, Chen,Xi]
通讯作者:
Chen,Xi
DOI:
10.1021/acscatal.9b03990
发表时间:
2019-12-06
期刊:
ACS catalysis
影响因子:
12.9
作者:
[McArthur JB, Yu H, Chen X]
通讯作者:
Chen X
DOI:
10.1039/c8ob01087k
发表时间:
2018-06-06
期刊:
Organic & biomolecular chemistry
影响因子:
3.2
作者:
[Yu H, Santra A, Li Y, McArthur JB, Ghosh T, Yang X, Wang PG, Chen X]
通讯作者:
Chen X
DOI:
10.1021/acs.joc.1c00450
发表时间:
2021-07-02
期刊:
JOURNAL OF ORGANIC CHEMISTRY
影响因子:
3.6
作者:
[Yu, Hai, Gadi, Madhusudhan Reddy, Bai, Yuanyuan, Zhang, Libo, Li, Lei, Yin, Jun, Wang, Peng G., Chen, Xi]
通讯作者:
Chen, Xi
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