Using Chemistry to Illuminate Sulfoglycolysis, a Major Organosulfur Pathway

Grant number: DP180101957 | Funding period: 2018 - 2021

Completed

Abstract

This project aims to develop a detailed molecular description of the sulfoglycolysis pathway, a major pathway involved in cycling an abundant sulfolipid. The project will use an integrated chemical, biochemical and structural approach to illuminate how sulfoglycolysis degrades sulfolipid to access its elemental and energy constituents. Expected outcomes include an advanced understanding of the biosulfur cycle, the development of new chemical approaches to manipulate sulfur cycling for agricultural and biotechnology applications, and deepened ties to leading international researchers. Potential benefits include new strategies to reduce dependence on agricultural fertilisers, promote gut wellb..

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Related publications (20)

Sulfoglycolysis sustains Eubacterium rectale in low-fiber diets

M Sharma, N Pudlo, MA Järvå, A Kaur, A John, L Burchill, JP Lingford, R Epa, P Abayakoon, NE Scott, JP Turkenburg, GJ Davies, EC Martens, ED Goddard-Borger, SJ Williams

2025-03-01

The production of short-chain fatty acids (SCFAs) by Firmicutes (Bacillota) within the human gastrointestinal tract is recognized ..

Synthesis and structure of clozapine N-oxide hemi(hydrochloride): an infinite hydrogen-bonded poly[n]catenane

PL van der Peet, RD Joyce, H Ott, SM Marcuccio, JM White, SJ Williams

2022-10-01

The structure of the title compound, 2C<inf>18</inf>H<inf>19</inf>ClN<inf>4</inf>O•HCl or (CNO)<inf>2</inf>•HCl (C<inf>36</inf>H<i..

Oxidative desulfurization pathway for complete catabolism of sulfoquinovose by bacteria

M Sharma, JP Lingford, M Petricevic, AJD Snow, Y Zhang, MA Järvå, JWY Mui, NE Scott, EC Saunders, R Mao, R Epa, BM da Silva, DEV Pires, DB Ascher, MJ McConville, GJ Davies, SJ Williams, ED Goddard-Borger

2022-01-25

Catabolism of sulfoquinovose (SQ; 6-deoxy-6-sulfoglucose), the ubiquitous sulfosugar produced by photosynthetic organisms, is an i..

The sulfoquinovosyl glycerol binding protein SmoF binds and accommodates plant sulfolipids

AJD Snow, M Sharma, JP Lingford, Y Zhang, JWY Mui, R Epa, ED Goddard-Borger, SJ Williams, GJ Davies

2022-01-01

Sulfoquinovose (SQ) is the anionic headgroup of the ubiquitous plant sulfolipid, sulfoquinovosyl diacylglycerol (SQDG). SQDG can u..

Unimolecular, Bimolecular, and Intramolecular Hydrolysis Mechanisms of 4-Nitrophenyl β- D -Glucopyranoside

A Alhifthi, SJ Williams

2021-07-16

1,2-trans-Glycosides hydrolyze through different mechanisms at different pH values, but systematic studies are lacking. Here, we r..

Molecular Basis of Sulfosugar Selectivity in Sulfoglycolysis

M Sharma, P Abayakoon, R Epa, Y Jin, JP Lingford, T Shimada, M Nakano, JWY Mui, A Ishihama, ED Goddard-Borger, GJ Davies, SJ Williams

2021-03-24

The sulfosugar sulfoquinovose (SQ) is produced by essentially all photosynthetic organisms on Earth and is metabolized by bacteria..

Candida albicans steryl 6-O-acyl-alpha-d-mannosides agonize signalling through Mincle

Tram Nguyen, Yuki Hosono, Takashi Shimizu, Sho Yamasaki, Spencer J Williams

2020-12-11

The C-type lectin receptor Mincle binds Candida albicans and has been implicated in its pathobiology, but the molecular effectors ..

Cholesteryl 6-O-acyl-alpha-glucosides from diverseHelicobacterspp. signal through the C-type lectin receptor Mincle

Dylan GM Smith, Emi Ito, Sho Yamasaki, Spencer J Williams

2020-10-21

Helicobacter spp. are Gram-negative bacteria that cause a spectrum of disease in the gut, biliary tree and liver. Many Helicobacte..

A sulfoglycolytic entner-doudoroff pathway in rhizobium leguminosarum bv. trifolii SRDI565

J Li, R Epa, NE Scott, D Skoneczny, M Sharma, AJD Snow, JP Lingford, ED Goddard-Borger, GJ Davies, MJ Mcconville, SJ Williams

2020-08-01

Rhizobia are nitrogen-fixing bacteria that engage in symbiotic relationships with plant hosts but can also persist as free-living ..

Mannosidase mechanism: at the intersection of conformation and catalysis

C Rovira, A Males, GJ Davies, SJ Williams

2020-06-01

Mannosidases are a diverse group of enzymes that are important in the biological processing of mannose-containing polysaccharides ..

An Epoxide Intermediate in Glycosidase Catalysis

LF Sobala, G Speciale, S Zhu, L Raich, N Sannikova, AJ Thompson, Z Hakki, D Lu, S Shamsi Kazem Abadi, AR Lewis, V Rojas-Cervellera, G Bernardo-Seisdedos, Y Zhang, O Millet, J Jiménez-Barbero, AJ Bennet, M Sollogoub, C Rovira, GJ Davies, SJ Williams

2020-05-27

Retaining glycoside hydrolases cleave their substrates through stereochemical retention at the anomeric position. Typically, this ..

Dynamic Structural Changes Accompany the Production of Dihydroxypropanesulfonate by Sulfolactaldehyde Reductase

M Sharma, P Abayakoon, JP Lingford, R Epa, A John, Y Jin, ED Goddard-Borger, GJ Davies, SJ Williams

2020-02-21

2,3-Dihydroxypropanesulfonate (DHPS) is a major sulfur species in the biosphere. One important route for the production of DHPS is..

Concise synthesis of sulfoquinovose and sulfoquinovosyl diacylglycerides, and development of a fluorogenic substrate for sulfoquinovosidases

Y Zhang, JWY Mui, T Arumaperuma, JP Lingford, ED Goddard-Borger, JM White, SJ Williams

2020-01-01

The sulfolipid sulfoquinovosyl diacylglycerol (SQDG) and its headgroup, the sulfosugar sulfoquinovose (SQ), are estimated to harbo..

Methoxyacetic acid esters: Applications in protecting group and glycosylation chemistry

SJ Williams

2019-12-01

The methoxyacetate (MAc) protecting group was introduced over 50 years ago and has proved useful owing to its combination of stabi..

A Family of Dual-Activity Glycosyltransferase-Phosphorylases Mediates Mannogen Turnover and Virulence in Leishmania Parasites

MF Sernee, JE Ralton, TL Nero, LF Sobala, J Kloehn, MA Vieira-Lara, SA Cobbold, L Stanton, DEV Pires, E Hanssen, A Males, T Ward, LM Bastidas, PL van der Peet, MW Parker, DB Ascher, SJ Williams, GJ Davies, MJ McConville

2019-09-11

Parasitic protists belonging to the genus Leishmania synthesize the non-canonical carbohydrate reserve, mannogen, which is compose..

Eucalyptus subgenus Eucalyptus (Myrtaceae) trees are abundant sources of medicinal pinocembrin and related methylated flavanones

JQD Goodger, SL Senaratne, P van der Peet, R Browning, SJ Williams, D Nicolle, IE Woodrow

2019-05-01

Plant-derived flavanones such as pinocembrin and related methylated forms are of interest for their potential medicinal use. Comme..

Comprehensive Synthesis of Substrates, Intermediates, and Products of the Sulfoglycolytic Embden-Meyerhoff-Parnas Pathway

P Abayakoon, R Epa, M Petricevic, C Bengt, JWY Mui, PL Van Der Peet, Y Zhang, JP Lingford, JM White, ED Goddard-Borger, SJ Williams

2019-03-01

Sulfoglycolysis is a metabolic pathway dedicated to the catabolism of the sulfosugar sulfoquinovose (SQ) into smaller organosulfur..

Distortion of mannoimidazole supports a: B 2,5 boat transition state for the family GH125 α-1,6-mannosidase from Clostridium perfringens

A Males, G Speciale, SJ Williams, GJ Davies

2019-01-01

Enzyme transition-state mimics can act as powerful inhibitors and allow structural studies that report on the conformation of the ..

Structural and Biochemical Insights into the Function and Evolution of Sulfoquinovosidases

P Abayakoon, Y Jin, JP Lingford, M Petricevic, A John, E Ryan, J Wai-Ying Mui, DEV Pires, DB Ascher, GJ Davies, ED Goddard-Borger, SJ Williams

2018-09-26

An estimated 10 billion tonnes of sulfoquinovose (SQ) are produced and degraded each year. Prokaryotic sulfoglycolytic pathways ca..

Discovery and characterization of a sulfoquinovose mutarotase using kinetic analysis at equilibrium by exchange spectroscopy

P Abayakoon, JP Lingford, Y Jin, C Bengt, GJ Davies, S Yao, ED Goddard-Borger, SJ Williams

2018-04-16

Bacterial sulfoglycolytic pathways catabolize sulfoquinovose (SQ), or glycosides thereof, to generate a three-carbon metabolite fo..

University of Melbourne Researchers

Spencer Williams