Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria

Surendra H. Mahadevegowda; Lin Ruan; Jianhua Zhang; Shuai Hou; Cheerlavancha Raju; Mary B. Chan-Park

doi:10.1080/07328303.2021.1928154

Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria

Surendra H. Mahadevegowda^*, Lin Ruan, Jianhua Zhang, Shuai Hou, Cheerlavancha Raju, Mary B. Chan-Park^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Glycoclusters with high glycan density accessible through grouping of monosaccharide units in multimeric forms are important due to their high affinity and capability in recognition with protein receptors as a result of multivalent effect. In this report, we have achieved the assembly of glycoclusters in dimeric to tetrameric forms using efficient light initiated free radical mediated thiol-ene click reaction. Bacterium (UTI89) inhibition study by yeast agglutination assay demonstrated that these multivalent glycoclusters showed more efficient inhibition of bacteria when compared to monovalent sugar units.

Original language	English
Pages (from-to)	83-96
Number of pages	14
Journal	Journal of Carbohydrate Chemistry
Volume	40
Issue number	1-3
DOIs	https://doi.org/10.1080/07328303.2021.1928154
Publication status	Published - 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021 Taylor & Francis Group, LLC.

ASJC Scopus Subject Areas

Biochemistry
Organic Chemistry

Keywords

Bacterial inhibition
click chemistry
glycocluster
molecular recognition

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10.1080/07328303.2021.1928154

Cite this

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title = "Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria",

abstract = "Glycoclusters with high glycan density accessible through grouping of monosaccharide units in multimeric forms are important due to their high affinity and capability in recognition with protein receptors as a result of multivalent effect. In this report, we have achieved the assembly of glycoclusters in dimeric to tetrameric forms using efficient light initiated free radical mediated thiol-ene click reaction. Bacterium (UTI89) inhibition study by yeast agglutination assay demonstrated that these multivalent glycoclusters showed more efficient inhibition of bacteria when compared to monovalent sugar units.",

keywords = "Bacterial inhibition, click chemistry, glycocluster, molecular recognition",

author = "Mahadevegowda, {Surendra H.} and Lin Ruan and Jianhua Zhang and Shuai Hou and Cheerlavancha Raju and Chan-Park, {Mary B.}",

note = "Publisher Copyright: {\textcopyright} 2021 Taylor & Francis Group, LLC.",

year = "2021",

doi = "10.1080/07328303.2021.1928154",

language = "English",

volume = "40",

pages = "83--96",

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publisher = "Taylor and Francis Ltd.",

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}

Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria. / Mahadevegowda, Surendra H.; Ruan, Lin; Zhang, Jianhua et al.
In: Journal of Carbohydrate Chemistry, Vol. 40, No. 1-3, 2021, p. 83-96.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria

AU - Mahadevegowda, Surendra H.

AU - Ruan, Lin

AU - Zhang, Jianhua

AU - Hou, Shuai

AU - Raju, Cheerlavancha

AU - Chan-Park, Mary B.

PY - 2021

Y1 - 2021

N2 - Glycoclusters with high glycan density accessible through grouping of monosaccharide units in multimeric forms are important due to their high affinity and capability in recognition with protein receptors as a result of multivalent effect. In this report, we have achieved the assembly of glycoclusters in dimeric to tetrameric forms using efficient light initiated free radical mediated thiol-ene click reaction. Bacterium (UTI89) inhibition study by yeast agglutination assay demonstrated that these multivalent glycoclusters showed more efficient inhibition of bacteria when compared to monovalent sugar units.

AB - Glycoclusters with high glycan density accessible through grouping of monosaccharide units in multimeric forms are important due to their high affinity and capability in recognition with protein receptors as a result of multivalent effect. In this report, we have achieved the assembly of glycoclusters in dimeric to tetrameric forms using efficient light initiated free radical mediated thiol-ene click reaction. Bacterium (UTI89) inhibition study by yeast agglutination assay demonstrated that these multivalent glycoclusters showed more efficient inhibition of bacteria when compared to monovalent sugar units.

KW - Bacterial inhibition

KW - click chemistry

KW - glycocluster

KW - molecular recognition

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DO - 10.1080/07328303.2021.1928154

M3 - Article

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JO - Journal of Carbohydrate Chemistry

JF - Journal of Carbohydrate Chemistry

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ER -

Synthesis of dimeric and tetrameric trithiomannoside clusters through convenient photoinitiated thiol-ene click protocol for efficient inhibition of gram-negative bacteria

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

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