Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.

Complex glycoinositolphosphoryl ceramides (GIPCs) have been purified from a pathogenic encapsulated wild-type (WT) strain of Cryptococcus neoformans var. neoformans and from an acapsular mutant (Cap67). The structures of the GIPCs were determined by a combination of tandem mass spectrometry, nuclear...

Full beskrivning

Bibliografiska uppgifter
Huvudupphovsmän: Heise, N, Gutierrez, A, Mattos, K, Jones, C, Wait, R, Previato, J, Mendonça-Previato, L
Materialtyp: Journal article
Språk:English
Publicerad: 2002
_version_ 1826289393579589632
author Heise, N
Gutierrez, A
Mattos, K
Jones, C
Wait, R
Previato, J
Mendonça-Previato, L
author_facet Heise, N
Gutierrez, A
Mattos, K
Jones, C
Wait, R
Previato, J
Mendonça-Previato, L
author_sort Heise, N
collection OXFORD
description Complex glycoinositolphosphoryl ceramides (GIPCs) have been purified from a pathogenic encapsulated wild-type (WT) strain of Cryptococcus neoformans var. neoformans and from an acapsular mutant (Cap67). The structures of the GIPCs were determined by a combination of tandem mass spectrometry, nuclear magnetic resonance spectroscopy, methylation analysis, gas chromatography-mass spectrometry, and chemical degradation. The main GIPC from the WT strain had the structure Manp(alpha1-3)[Xylp(beta1-2)] Manp(alpha1-4)Galp(beta1-6)Manp(alpha1-2)Ins-1-phosphoryl ceramide (GIPC A), whereas the compounds from the acapsular mutant were more heterogeneous in their glycan chains, and variants with Manp(alpha1-6) (GIPC B), Manp(alpha1-6) Manp(alpha1-6) (GIPC C), and Manp(alpha1-2)Manp(alpha1-6)Manp(alpha1-6) (GIPC D) substituents linked to the nonreducing terminal mannose residue found in the WT GIPC A were abundant. The ceramide moieties of C. neoformans GIPCs were composed of a C(18) phytosphingosine long-chain base mainly N-acylated with 2-hydroxy-tetracosanoic acid in the WT GIPC while in the acapsular Cap67 mutant GIPCs, as well as 2-hydroxy-tetracosanoic acid, the unusual 2,3-dihydroxy-tetracosanoic acid was characterized. In addition, structural analysis revealed that the amount of GIPC in the WT cells was fourfold less of that in the acapsular mutant.
first_indexed 2024-03-07T02:28:12Z
format Journal article
id oxford-uuid:a658a8f0-692a-4c06-8fdb-771bf8c9354d
institution University of Oxford
language English
last_indexed 2024-03-07T02:28:12Z
publishDate 2002
record_format dspace
spelling oxford-uuid:a658a8f0-692a-4c06-8fdb-771bf8c9354d2022-03-27T02:46:42ZMolecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:a658a8f0-692a-4c06-8fdb-771bf8c9354dEnglishSymplectic Elements at Oxford2002Heise, NGutierrez, AMattos, KJones, CWait, RPreviato, JMendonça-Previato, LComplex glycoinositolphosphoryl ceramides (GIPCs) have been purified from a pathogenic encapsulated wild-type (WT) strain of Cryptococcus neoformans var. neoformans and from an acapsular mutant (Cap67). The structures of the GIPCs were determined by a combination of tandem mass spectrometry, nuclear magnetic resonance spectroscopy, methylation analysis, gas chromatography-mass spectrometry, and chemical degradation. The main GIPC from the WT strain had the structure Manp(alpha1-3)[Xylp(beta1-2)] Manp(alpha1-4)Galp(beta1-6)Manp(alpha1-2)Ins-1-phosphoryl ceramide (GIPC A), whereas the compounds from the acapsular mutant were more heterogeneous in their glycan chains, and variants with Manp(alpha1-6) (GIPC B), Manp(alpha1-6) Manp(alpha1-6) (GIPC C), and Manp(alpha1-2)Manp(alpha1-6)Manp(alpha1-6) (GIPC D) substituents linked to the nonreducing terminal mannose residue found in the WT GIPC A were abundant. The ceramide moieties of C. neoformans GIPCs were composed of a C(18) phytosphingosine long-chain base mainly N-acylated with 2-hydroxy-tetracosanoic acid in the WT GIPC while in the acapsular Cap67 mutant GIPCs, as well as 2-hydroxy-tetracosanoic acid, the unusual 2,3-dihydroxy-tetracosanoic acid was characterized. In addition, structural analysis revealed that the amount of GIPC in the WT cells was fourfold less of that in the acapsular mutant.
spellingShingle Heise, N
Gutierrez, A
Mattos, K
Jones, C
Wait, R
Previato, J
Mendonça-Previato, L
Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title_full Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title_fullStr Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title_full_unstemmed Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title_short Molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from Cryptococcus neoformans: structural differences between encapsulated and acapsular yeast forms.
title_sort molecular analysis of a novel family of complex glycoinositolphosphoryl ceramides from cryptococcus neoformans structural differences between encapsulated and acapsular yeast forms
work_keys_str_mv AT heisen molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT gutierreza molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT mattosk molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT jonesc molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT waitr molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT previatoj molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms
AT mendoncapreviatol molecularanalysisofanovelfamilyofcomplexglycoinositolphosphorylceramidesfromcryptococcusneoformansstructuraldifferencesbetweenencapsulatedandacapsularyeastforms