A xylobiose-derived isofagomine lactam glycosidase inhibitor binds as its amide tautomer

T  Gloster; S J  Williams; C A  Tarling; S  Roberts; C  Dupont; P  Jodoin; F  Shareck; S G  Withers; G J  Davies

doi:10.1039/b301829f

A xylobiose-derived isofagomine lactam glycosidase inhibitor binds as its amide tautomer

T Gloster, S J Williams, C A Tarling, S Roberts, C Dupont, P Jodoin, F Shareck, S G Withers, G J Davies

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The atomic-resolution structure of a xylobiose-derived isofagomine lactam in complex with the xylanase Xyn10A from Streptomyces lividans reveals that the lactam is bound to the enzyme as the amide tautomer, with "reversed" protonation-states for nucleophile and acid-base.

Original language	English
Pages (from-to)	944-945
Number of pages	2
Journal	Chemical Communications
Issue number	8
DOIs	https://doi.org/10.1039/b301829f
Publication status	Published - 2003

Keywords

KINETIC-ANALYSIS

Access to Document

10.1039/b301829f

Cite this

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title = "A xylobiose-derived isofagomine lactam glycosidase inhibitor binds as its amide tautomer",

abstract = "The atomic-resolution structure of a xylobiose-derived isofagomine lactam in complex with the xylanase Xyn10A from Streptomyces lividans reveals that the lactam is bound to the enzyme as the amide tautomer, with {"}reversed{"} protonation-states for nucleophile and acid-base.",

keywords = "KINETIC-ANALYSIS",

author = "T Gloster and Williams, {S J} and Tarling, {C A} and S Roberts and C Dupont and P Jodoin and F Shareck and Withers, {S G} and Davies, {G J}",

year = "2003",

doi = "10.1039/b301829f",

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pages = "944--945",

journal = "Chemical Communications",

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publisher = "The Royal Society of Chemistry",

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T1 - A xylobiose-derived isofagomine lactam glycosidase inhibitor binds as its amide tautomer

AU - Gloster, T

AU - Williams, S J

AU - Tarling, C A

AU - Roberts, S

AU - Dupont, C

AU - Jodoin, P

AU - Shareck, F

AU - Withers, S G

AU - Davies, G J

PY - 2003

Y1 - 2003

N2 - The atomic-resolution structure of a xylobiose-derived isofagomine lactam in complex with the xylanase Xyn10A from Streptomyces lividans reveals that the lactam is bound to the enzyme as the amide tautomer, with "reversed" protonation-states for nucleophile and acid-base.

AB - The atomic-resolution structure of a xylobiose-derived isofagomine lactam in complex with the xylanase Xyn10A from Streptomyces lividans reveals that the lactam is bound to the enzyme as the amide tautomer, with "reversed" protonation-states for nucleophile and acid-base.

KW - KINETIC-ANALYSIS

U2 - 10.1039/b301829f

DO - 10.1039/b301829f

M3 - Article

SN - 1359-7345

SP - 944

EP - 945

JO - Chemical Communications

JF - Chemical Communications

IS - 8

ER -