Photoaffinity probes for studying carbohydrate biology

Seok Ho Yu, Amberlyn M. Wands, Jennifer J. Kohler

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Carbohydrates and carbohydrate-containing biomolecules engage in binding events that underlie many essential biological processes. Yet these carbohydrate-mediated interactions are often poorly characterized, due to their low affinities and heterogenous natures. The use of photocrosslinking functional groups offers a way to photochemically capture carbohydrate-containing complexes, which can be isolated for further analysis. Here we survey progress in the synthesis and use of carbohydrate-based photoprobes, reagents that incorporate carbohydrates or their analogs, photocrosslinking moieties, and affinity purification handles. Carbohydrate photoprobes, used in combination with modern mass spectrometry methods, can provide important new insights into the cellular roles of carbohydrates and glycosylated molecules.

Original languageEnglish (US)
Pages (from-to)325-352
Number of pages28
JournalJournal of Carbohydrate Chemistry
Volume31
Issue number4-6
DOIs
StatePublished - 2012

Fingerprint

Carbohydrates
Biological Phenomena
Biomolecules
Functional groups
Purification
Mass spectrometry
Mass Spectrometry
Molecules

Keywords

  • Aryl azide
  • Benzophenone
  • Crosslinking
  • Diazirine
  • Glycolipid
  • Photoaffinity

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Photoaffinity probes for studying carbohydrate biology. / Yu, Seok Ho; Wands, Amberlyn M.; Kohler, Jennifer J.

In: Journal of Carbohydrate Chemistry, Vol. 31, No. 4-6, 2012, p. 325-352.

Research output: Contribution to journalArticle

Yu, Seok Ho ; Wands, Amberlyn M. ; Kohler, Jennifer J. / Photoaffinity probes for studying carbohydrate biology. In: Journal of Carbohydrate Chemistry. 2012 ; Vol. 31, No. 4-6. pp. 325-352.
@article{0ffa77fbd8f84062ba1a26b34058964f,
title = "Photoaffinity probes for studying carbohydrate biology",
abstract = "Carbohydrates and carbohydrate-containing biomolecules engage in binding events that underlie many essential biological processes. Yet these carbohydrate-mediated interactions are often poorly characterized, due to their low affinities and heterogenous natures. The use of photocrosslinking functional groups offers a way to photochemically capture carbohydrate-containing complexes, which can be isolated for further analysis. Here we survey progress in the synthesis and use of carbohydrate-based photoprobes, reagents that incorporate carbohydrates or their analogs, photocrosslinking moieties, and affinity purification handles. Carbohydrate photoprobes, used in combination with modern mass spectrometry methods, can provide important new insights into the cellular roles of carbohydrates and glycosylated molecules.",
keywords = "Aryl azide, Benzophenone, Crosslinking, Diazirine, Glycolipid, Photoaffinity",
author = "Yu, {Seok Ho} and Wands, {Amberlyn M.} and Kohler, {Jennifer J.}",
year = "2012",
doi = "10.1080/07328303.2012.676118",
language = "English (US)",
volume = "31",
pages = "325--352",
journal = "Journal of Carbohydrate Chemistry",
issn = "0732-8303",
publisher = "Taylor and Francis Ltd.",
number = "4-6",

}

TY - JOUR

T1 - Photoaffinity probes for studying carbohydrate biology

AU - Yu, Seok Ho

AU - Wands, Amberlyn M.

AU - Kohler, Jennifer J.

PY - 2012

Y1 - 2012

N2 - Carbohydrates and carbohydrate-containing biomolecules engage in binding events that underlie many essential biological processes. Yet these carbohydrate-mediated interactions are often poorly characterized, due to their low affinities and heterogenous natures. The use of photocrosslinking functional groups offers a way to photochemically capture carbohydrate-containing complexes, which can be isolated for further analysis. Here we survey progress in the synthesis and use of carbohydrate-based photoprobes, reagents that incorporate carbohydrates or their analogs, photocrosslinking moieties, and affinity purification handles. Carbohydrate photoprobes, used in combination with modern mass spectrometry methods, can provide important new insights into the cellular roles of carbohydrates and glycosylated molecules.

AB - Carbohydrates and carbohydrate-containing biomolecules engage in binding events that underlie many essential biological processes. Yet these carbohydrate-mediated interactions are often poorly characterized, due to their low affinities and heterogenous natures. The use of photocrosslinking functional groups offers a way to photochemically capture carbohydrate-containing complexes, which can be isolated for further analysis. Here we survey progress in the synthesis and use of carbohydrate-based photoprobes, reagents that incorporate carbohydrates or their analogs, photocrosslinking moieties, and affinity purification handles. Carbohydrate photoprobes, used in combination with modern mass spectrometry methods, can provide important new insights into the cellular roles of carbohydrates and glycosylated molecules.

KW - Aryl azide

KW - Benzophenone

KW - Crosslinking

KW - Diazirine

KW - Glycolipid

KW - Photoaffinity

UR - http://www.scopus.com/inward/record.url?scp=84863449664&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84863449664&partnerID=8YFLogxK

U2 - 10.1080/07328303.2012.676118

DO - 10.1080/07328303.2012.676118

M3 - Article

C2 - 23239902

AN - SCOPUS:84863449664

VL - 31

SP - 325

EP - 352

JO - Journal of Carbohydrate Chemistry

JF - Journal of Carbohydrate Chemistry

SN - 0732-8303

IS - 4-6

ER -