Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582T containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine

Michelle Kilcoyne; Andrei Perepelov; Alexander S. Shashkov; Evgeny L. Nazarenko; Elena P. Ivanova; Natalya M. Gorshkova; Raisa P. Gorshkova; Angela V. Savage

doi:10.1016/j.carres.2004.04.003

Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582^T containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine

Michelle Kilcoyne
, Andrei Perepelov
, Alexander S. Shashkov
, Evgeny L. Nazarenko
, Elena P. Ivanova
, Natalya M. Gorshkova
, Raisa P. Gorshkova
, Angela V. Savage

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

6 Citations (Scopus)

Abstract

The O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of the marine bacterium Shewanella fidelis type strain KMM 3582^T and studied by sugar analysis along with ¹H and ¹³C NMR spectroscopy including one-dimensional NOE in difference mode and two-dimensional experiments. The polysaccharide was found to consist of linear tetrasaccharide repeating units containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine and having the following structure: The amide of D-galacturonic acid with N^ε- [(S)-1-carboxyethyl]-L-lysine ('alaninolysine', 2S,8S-AlaLys) was found for the first time in nature as a component of the O-specific polysaccharide of Providencia rustigianii O14 (Carbohydr. Res. 2003, 338, 1009-1016).

Original language	English
Pages (from-to)	1655-1661
Number of pages	7
Journal	Carbohydrate Research
Volume	339
Issue number	9
DOIs	https://doi.org/10.1016/j.carres.2004.04.003
Publication status	Published - 22 Jun 2004

Keywords

Alaninolysine
Bacterial polysaccharide
Lipopolysaccharide
Marine bacterium
NMR spectroscopy
Shewanella fidelis
Structure

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10.1016/j.carres.2004.04.003

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Kilcoyne, M., Perepelov, A., Shashkov, A. S., Nazarenko, E. L., Ivanova, E. P., Gorshkova, N. M., Gorshkova, R. P., & Savage, A. V. (2004). Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582^T containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine. Carbohydrate Research, 339(9), 1655-1661. https://doi.org/10.1016/j.carres.2004.04.003

@article{e466566ec6214522a2c833a5bac2140a,

title = "Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582T containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine",

abstract = "The O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of the marine bacterium Shewanella fidelis type strain KMM 3582T and studied by sugar analysis along with 1H and 13C NMR spectroscopy including one-dimensional NOE in difference mode and two-dimensional experiments. The polysaccharide was found to consist of linear tetrasaccharide repeating units containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine and having the following structure: The amide of D-galacturonic acid with Nε- [(S)-1-carboxyethyl]-L-lysine ('alaninolysine', 2S,8S-AlaLys) was found for the first time in nature as a component of the O-specific polysaccharide of Providencia rustigianii O14 (Carbohydr. Res. 2003, 338, 1009-1016).",

keywords = "Alaninolysine, Bacterial polysaccharide, Lipopolysaccharide, Marine bacterium, NMR spectroscopy, Shewanella fidelis, Structure",

author = "Michelle Kilcoyne and Andrei Perepelov and Shashkov, \{Alexander S.\} and Nazarenko, \{Evgeny L.\} and Ivanova, \{Elena P.\} and Gorshkova, \{Natalya M.\} and Gorshkova, \{Raisa P.\} and Savage, \{Angela V.\}",

year = "2004",

month = jun,

day = "22",

doi = "10.1016/j.carres.2004.04.003",

language = "English",

volume = "339",

pages = "1655--1661",

journal = "Carbohydrate Research",

issn = "0008-6215",

publisher = "Elsevier Ltd",

number = "9",

}

Kilcoyne, M, Perepelov, A, Shashkov, AS, Nazarenko, EL, Ivanova, EP, Gorshkova, NM, Gorshkova, RP & Savage, AV 2004, 'Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582^T containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine', Carbohydrate Research, vol. 339, no. 9, pp. 1655-1661. https://doi.org/10.1016/j.carres.2004.04.003

Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582^T containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine. / Kilcoyne, Michelle; Perepelov, Andrei; Shashkov, Alexander S. et al.
In: Carbohydrate Research, Vol. 339, No. 9, 22.06.2004, p. 1655-1661.

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

TY - JOUR

T1 - Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582T containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine

AU - Kilcoyne, Michelle

AU - Perepelov, Andrei

AU - Shashkov, Alexander S.

AU - Nazarenko, Evgeny L.

AU - Ivanova, Elena P.

AU - Gorshkova, Natalya M.

AU - Gorshkova, Raisa P.

AU - Savage, Angela V.

PY - 2004/6/22

Y1 - 2004/6/22

N2 - The O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of the marine bacterium Shewanella fidelis type strain KMM 3582T and studied by sugar analysis along with 1H and 13C NMR spectroscopy including one-dimensional NOE in difference mode and two-dimensional experiments. The polysaccharide was found to consist of linear tetrasaccharide repeating units containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine and having the following structure: The amide of D-galacturonic acid with Nε- [(S)-1-carboxyethyl]-L-lysine ('alaninolysine', 2S,8S-AlaLys) was found for the first time in nature as a component of the O-specific polysaccharide of Providencia rustigianii O14 (Carbohydr. Res. 2003, 338, 1009-1016).

AB - The O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of the marine bacterium Shewanella fidelis type strain KMM 3582T and studied by sugar analysis along with 1H and 13C NMR spectroscopy including one-dimensional NOE in difference mode and two-dimensional experiments. The polysaccharide was found to consist of linear tetrasaccharide repeating units containing Nε-[(S)-1- carboxyethyl]-Nα-(D-galacturonoyl)-L-lysine and having the following structure: The amide of D-galacturonic acid with Nε- [(S)-1-carboxyethyl]-L-lysine ('alaninolysine', 2S,8S-AlaLys) was found for the first time in nature as a component of the O-specific polysaccharide of Providencia rustigianii O14 (Carbohydr. Res. 2003, 338, 1009-1016).

KW - Alaninolysine

KW - Bacterial polysaccharide

KW - Lipopolysaccharide

KW - Marine bacterium

KW - NMR spectroscopy

KW - Shewanella fidelis

KW - Structure

UR - https://www.scopus.com/pages/publications/2942532526

U2 - 10.1016/j.carres.2004.04.003

DO - 10.1016/j.carres.2004.04.003

M3 - Article

SN - 0008-6215

VL - 339

SP - 1655

EP - 1661

JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 9

ER -

Structure of an acidic O-specific polysaccharide from marine bacterium Shewanella fidelis KMM 3582^T containing N^ε-[(S)-1- carboxyethyl]-N^α-(D-galacturonoyl)-L-lysine

Abstract

Keywords

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