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1. (Article ID: 6254)
Kasimova AA, Dudnik AG, Shashkov AS, Schneider MM, Christofferson A, Shelenkov AS, Mikhailova YV, Kenyon JJ
The K218 capsular polysaccharide produced by Acinetobacter baumannii isolate 52-249 includes 5,7-di-N-acetylpseudaminic acid linked by a KpsS3 glycosyltransferase
International Journal of Biological Macromolecules 218 (2022)
310-316
Two acylated forms of the higher sugar, 5,7-diamino-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid called pseudaminic acid, Pse5Ac7Ac and Pse5Ac7RHb where R indicates (R)-3-hydroxybutanoyl, have been found to occur in many capsular polysaccharide (CPS) types produced by isolates of an important human pathogen, Acinetobacter baumannii. The presence of either a psaABCEDF or psaABCGHF gene module at the K locus (KL) for CPS biosynthesis determines the type of the variant produced. Here, an A. baumannii clinical isolate 52-249, recovered in 2015 in Moscow, Russia, was found to include a novel psaABCIJF gene module in the KL218 sequence at the K locus. The CPS from 52-249 was extracted and studied by sugar analysis and partial acid hydrolysis along with one- and two-dimensional 1H and 13C NMR spectroscopy. A branched tetrasaccharide repeating unit was identified, which included a →3)-α-D-Galp-(1→6)-α-D-GlcpNAc-(1→3)-β-D-GalpNAc-(1→ main chain and Pse5Ac7Ac attached as a side branch, indicating that the psaABCIJF gene module is associated with synthesis of this variant. The K218 CPS was found to be structurally related to the K46 CPS of A. baumannii, and a comparison of the two structures enabled the assignment of glycosyltransferases. A KpsS3 protein for the α-(2→6) linkage of the Pse5Ac7Ac residue to D-Galp in K218 was identified.
Acinetobacter baumannii, capsular polysaccharide, pseudaminic acid, K locus, KpsS3
NCBI PubMed ID: 35872309Publication DOI: 10.1016/j.ijbiomac.2022.07.135Journal NLM ID: 7909578Publisher: Butterworth-Heinemann
Correspondence: J.J. Kenyon
qut.edu.au>
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia, Central Scientific Research Institute of Epidemiology, Moscow, Russia, Centre for Immunology and Infection Control, School of Biomedical Sciences, Faculty of Health, Queensland University of Technology, Brisbane, Australia
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, mild acid hydrolysis, GPC, bioinformatic analysis, sequencing
The publication contains the following compound(s):
- Compound ID: 13716
|
b-Psep4(75%)Ac5Ac7Ac-(2-6)-+
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-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G90220UD
- Compound ID: 13581
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G66328JG
- Compound ID: 16156
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a-Psep5Ac7Ac-(2-6)-+
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-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
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2. (Article ID: 6413)
Knirel YA, Kasimova AA, Arbatsky NP, Shneider MM, Popova AV, Brovko FA, Shashkov AS, Senchenkova SN, Perepelov AV, Shpirt AM
5,7-Diamino-3,5,7,9-tetradeoxynon-2-ulosonic Acids in the Capsular Polysaccharides of Acinetobacter baumannii
Biochemistry (Moscow) 88(2) (2023)
202-210
The polysaccharide capsule surrounding bacterial cell plays an important role in pathogenesis of infections caused by the opportunistic pathogen Acinetobacter baumannii by providing protection from external factors. The structures of the capsular polysaccharide (CPS) produced by A. baumannii isolates and the corresponding CPS biosynthesis gene clusters are highly diverse, although many of them are related. Many types of A. baumannii CPSs contain isomers of 5,7-diamino-3,5,7,9-tetradeoxynon-2-ulosonic acid (DTNA). Three of these isomers, namely acinetaminic acid (l-glycero-l-altro isomer), 8-epiacinetaminic acid (d-glycero-l-altro isomer), and 8-epipseudaminic acid (d-glycero-l-manno isomer), have not been found so far in naturally occurring carbohydrates from other species. In A. baumannii CPSs, DTNAs carry N-acyl substituents at positions 5 and 7; in some CPSs, both N-acetyl and N-(3-hydroxybutanoyl) groups are present. Remarkably, pseudaminic acid carries the (R)-isomer and legionaminic acid carries the (S)-isomer of the 3-hydroxybutanoyl group. The review addresses the structure and genetics of biosynthesis of A. baumannii CPSs containing di-N-acyl derivatives of DTNA.
Acinetobacter baumannii, capsular polysaccharide, nonulosonic acid, Bacterial polysaccharide, capsule, higher monosaccharide, acyl group
NCBI PubMed ID: 37072328Publication DOI: 10.1134/S0006297923020049Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: Y.A. Knirel
gmail.com>
Institutions: State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, 142279, Russia, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913, Russia, Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, 117997, Russia, Branch of the Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry in Pushchino, Russian Academy of Sciences, Pushchino, Moscow Region, 142290, Russia
The publication contains the following compound(s):
- Compound ID: 11621
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a-Psep5Ac7Ac-(2-6)-b-D-Glcp-(1-6)-+
|
-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS, polysaccharide
Reference(s) to other database(s): GTC:G97931NE, GenDB:JX976549.1
- Compound ID: 14642
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a-D-GlcpNAc-(1-3)-+
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/Variants 0/-a-Legp5Ac-(2-6)-+ |
| |
-4)-b-D-Galp-(1-6)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-
/Variants 0/ is:
71%S-3HOBut-(1-7)-
OR (exclusively)
29%Ac-7)- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 12021
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a-Legp5Ac7Ac-(2-6)-a-D-Galp-(1-6)-+
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-3)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G59392AM
- Compound ID: 13579
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a-Legp4Ac5Ac7Ac-(2-6)-+
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-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G78472HA
- Compound ID: 13716
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b-Psep4(75%)Ac5Ac7Ac-(2-6)-+
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-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G90220UD
- Compound ID: 13914
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b-Psep5Ac7Ac-(2-3)-a-D-Galp-(1-6)-+
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-3)-a-D-GlcpNAc-(1-3)-b-D-GlcpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G72625RM
- Compound ID: 12581
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a-Acip5Ac7Ac-(2-6)-+
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-4)-a-D-Galp-(1-3)-a-L-FucpNAc-(1-3)-a-D-FucpNAc-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: K13 CPS
Compound class: CPS
Reference(s) to other database(s): GTC:G01535IF
- Compound ID: 12571
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R-3HOBut-(1-7)-b-Psep5Ac-(2-6)-a-D-Galp-(1-6)-+
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-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
-
Trivial name: K93 CPS
Compound class: CPS
- Compound ID: 12014
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R-3HOBut-(1-7)-a-Psep5Ac-(2-4)-+
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-3)-b-D-Ribp-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 12255
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G41500KK
- Compound ID: 11852
Structure type: polymer chemical repeating unit
Compound class: CPS, cell wall polysaccharide
Reference(s) to other database(s): GTC:G73006WP
- Compound ID: 13576
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a-Legp5Ac7Ac-(2-6)-+
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-4)-a-D-GalpNAc-(1-3)-a-L-FucpNAc-(1-3)-b-D-GlcpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G60315IO
- Compound ID: 16529
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/Variants 0/-a-Legp5Ac-(2-6)-+
|
-3)-a-D-GalpNAc-(1-3)-a-L-FucpNAc-(1-3)-b-D-GlcpNAc-(1-
/Variants 0/ is:
71%S-3HOBut-(1-7)-
OR (exclusively)
29%Ac-7)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 12583
|
a-Acip5Ac7Ac-(2-6)-+
|
-3)-a-D-GalpNAc-(1-3)-a-L-FucpNAc-(1-3)-a-D-FucpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Trivial name: K12 CPS
Compound class: CPS
Reference(s) to other database(s): GTC:G90675WE
- Compound ID: 12582
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a-8eAcip5Ac7Ac-(2-6)-+
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-4)-a-D-Galp-(1-3)-a-L-FucpNAc-(1-3)-a-D-FucpNAc-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: K73 CPS
Compound class: CPS
Reference(s) to other database(s): GTC:G69727CP
- Compound ID: 11927
|
-4)-b-Psep5Ac7Ac-(2-6)-b-D-Galp-(1-6)-b-D-Galp-(1-3)-a-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G18298UG
- Compound ID: 16156
|
a-Psep5Ac7Ac-(2-6)-+
|
-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 16288
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b-8ePsep5Ac7Ac-(2-6)-a-D-Galp-(1-6)-+
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-3)-a-D-GlcpNAc-(1-3)-b-D-GlcpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 13712
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G68901CU
- Compound ID: 16530
|
/Variants 0/-+ a-D-GlcpNAc-(1-3)-+
| |
-4)-a-Legp5Ac-(2-6)-b-D-Galp-(1-6)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-
/Variants 0/ is:
71%S-3HOBut-(1-7)-
OR (exclusively)
29%Ac-7)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
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