Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)

2-Aminobenzamide (2AB) is a common fluorescence label attached to reducing oligosaccharides by a reductive amination procedure. Chemical investigation of the published literature procedure reveals labelling occurs by the expected mechanism for both protected and unprotected glucose derivatives to yi...

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Main Authors: France, R, Cumpstey, I, Butters, T, Fairbanks, A, Wormald, M
Format: Journal article
Language:English
Published: 2000
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author France, R
Cumpstey, I
Butters, T
Fairbanks, A
Wormald, M
author_facet France, R
Cumpstey, I
Butters, T
Fairbanks, A
Wormald, M
author_sort France, R
collection OXFORD
description 2-Aminobenzamide (2AB) is a common fluorescence label attached to reducing oligosaccharides by a reductive amination procedure. Chemical investigation of the published literature procedure reveals labelling occurs by the expected mechanism for both protected and unprotected glucose derivatives to yield open-chain carbohydrates rather than result in the formation of any heterocyclic materials. Pentenyl glucosides may also be readily attached to the 2AB label by a sequence of dihydroxylation, periodate cleavage and subsequent reductive amination of the resulting aldehyde. 2AB labelling is compatible with deprotection of both acetate and benzyl protecting groups. © 2001 Elsevier Science Ltd.
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spelling oxford-uuid:40002bf9-0e6e-48e6-aeda-39240ecef6d62022-03-26T14:35:21ZFluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:40002bf9-0e6e-48e6-aeda-39240ecef6d6EnglishSymplectic Elements at Oxford2000France, RCumpstey, IButters, TFairbanks, AWormald, M2-Aminobenzamide (2AB) is a common fluorescence label attached to reducing oligosaccharides by a reductive amination procedure. Chemical investigation of the published literature procedure reveals labelling occurs by the expected mechanism for both protected and unprotected glucose derivatives to yield open-chain carbohydrates rather than result in the formation of any heterocyclic materials. Pentenyl glucosides may also be readily attached to the 2AB label by a sequence of dihydroxylation, periodate cleavage and subsequent reductive amination of the resulting aldehyde. 2AB labelling is compatible with deprotection of both acetate and benzyl protecting groups. © 2001 Elsevier Science Ltd.
spellingShingle France, R
Cumpstey, I
Butters, T
Fairbanks, A
Wormald, M
Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title_full Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title_fullStr Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title_full_unstemmed Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title_short Fluorescence labelling of carbohydrates with 2-aminobenzamide (2AB)
title_sort fluorescence labelling of carbohydrates with 2 aminobenzamide 2ab
work_keys_str_mv AT francer fluorescencelabellingofcarbohydrateswith2aminobenzamide2ab
AT cumpsteyi fluorescencelabellingofcarbohydrateswith2aminobenzamide2ab
AT butterst fluorescencelabellingofcarbohydrateswith2aminobenzamide2ab
AT fairbanksa fluorescencelabellingofcarbohydrateswith2aminobenzamide2ab
AT wormaldm fluorescencelabellingofcarbohydrateswith2aminobenzamide2ab