Pyruvylated cell wall glycopolymers of Promicromonospora citrea VKM A≿-665T and Promicromonospora sp. VKM A≿-1028

Dmitrenok, Andrey S.; Streshinskaya, Galina M.; Tul’skaya, E. M.; Потехина, Н. В.; Senchenkova, Sof’ya N.; Shashkov, Alexander S.; Bilan, Maria I.; Starodumova, Irina P.; Bueva, O. V.; Evtushenko, Lyudmila I.

doi:10.1016/j.carres.2017.07.008

Cited by 8 publications

(3 citation statements)

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“…The quaternary acetal carbon (Figure 4, C 2 ) resonates in the anomeric region around 100 ppm (for 4,6- O ) or 110 ppm (for 3,4- O and 2,3- O ). Additionally, the quaternary signal of the carboxylic acid (Figure 4, C 1 ) can be found between 170 and 180 ppm, with the 4,6-pyruvates present more towards 170 ppm and the 2,3 and 3,4 acetals found closer to 180 ppm [131].…”

Section: Methods For Research Of Pyruvylated Glycoconjugatesmentioning

confidence: 99%

“…Two strains of the genus Promicromonospora are recently uncovered examples of bacteria, which possess non-phosphorylated anionic glycopolymers (“non-classical” SCWPs) with pyruvic acid acetals of R -configuration in their cell wall [131]. Members of this genus produce a mycelium that fragments into rod-shaped or coccoid elements and are characterised according to different genus-specific chemotaxonomic markers, including the peptidoglycan of the A4α type [132].…”

Section: Ketal-pyruvylated Glycoconjugatesmentioning

confidence: 99%

“…The cell wall of Promicromonospora sp. VKM Ac-1028 contains a teichuronic acid-like structure with the repeating unit →6)-α- d -Glc p -(1→4)-β-2,3Pyr- d -Glc p A-(1→, where glucuronic acid is 2,3-pyruvylated [131].…”

Section: Ketal-pyruvylated Glycoconjugatesmentioning

confidence: 99%

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Pyruvate Substitutions on Glycoconjugates

Hager

Sützl

Stefanović

et al. 2019

IJMS

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Glycoconjugates are the most diverse biomolecules of life. Mostly located at the cell surface, they translate into cell-specific “barcodes” and offer a vast repertoire of functions, including support of cellular physiology, lifestyle, and pathogenicity. Functions can be fine-tuned by non-carbohydrate modifications on the constituting monosaccharides. Among these modifications is pyruvylation, which is present either in enol or ketal form. The most commonly best-understood example of pyruvylation is enol-pyruvylation of N-acetylglucosamine, which occurs at an early stage in the biosynthesis of the bacterial cell wall component peptidoglycan. Ketal-pyruvylation, in contrast, is present in diverse classes of glycoconjugates, from bacteria to algae to yeast—but not in humans. Mild purification strategies preventing the loss of the acid-labile ketal-pyruvyl group have led to a collection of elucidated pyruvylated glycan structures. However, knowledge of involved pyruvyltransferases creating a ring structure on various monosaccharides is scarce, mainly due to the lack of knowledge of fingerprint motifs of these enzymes and the unavailability of genome sequences of the organisms undergoing pyruvylation. This review compiles the current information on the widespread but under-investigated ketal-pyruvylation of monosaccharides, starting with different classes of pyruvylated glycoconjugates and associated functions, leading to pyruvyltransferases, their specificity and sequence space, and insight into pyruvate analytics.

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Section: Methods For Research Of Pyruvylated Glycoconjugatesmentioning

confidence: 99%

Section: Ketal-pyruvylated Glycoconjugatesmentioning

confidence: 99%