A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans

Qingzhi Zhang; Nigel P. Botting; Colin Kay

doi:10.1039/c1cc14323a

A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans

Qingzhi Zhang, Nigel P. Botting, Colin Kay

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

15 Citations (Scopus)

Abstract

The major dietary anthocyanin, cyanidin-3-glucoside, was prepared on a 4 g scale from three units of diethyl [2-(13)C]malonate and one unit of [1,3-(13)C(2)]acetone, such that five isotope locations were distributed throughout the molecule to provide a penta-(13)C(5)-labelled anthocyanin, [6,8,10,3',5'-(13)C(5)]cyanidin-3-glucoside chloride, for use in human stable-isotope tracer studies.

Original language	English
Pages (from-to)	10596-10598
Number of pages	3
Journal	Chemical communications (Cambridge, England)
Volume	47
Issue number	38
DOIs	https://doi.org/10.1039/c1cc14323a
Publication status	Published - 14 Oct 2011

Keywords

Administration, Oral
Anthocyanins
Carbon Isotopes
Glucosides
Humans
Isotope Labeling
Stereoisomerism

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10.1039/c1cc14323a

Effects of Fruit Juice Processing and Human Metabolism on the Functionality of Anthocyanins for Cardiovascular Health (DRINC)
Kay, C. & Cassidy, A.
Biotechnology and Biological Sciences Research Council
1/02/10 → 31/01/13
Project: Research

Cite this

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abstract = "The major dietary anthocyanin, cyanidin-3-glucoside, was prepared on a 4 g scale from three units of diethyl [2-(13)C]malonate and one unit of [1,3-(13)C(2)]acetone, such that five isotope locations were distributed throughout the molecule to provide a penta-(13)C(5)-labelled anthocyanin, [6,8,10,3',5'-(13)C(5)]cyanidin-3-glucoside chloride, for use in human stable-isotope tracer studies.",

keywords = "Administration, Oral, Anthocyanins, Carbon Isotopes, Glucosides, Humans, Isotope Labeling, Stereoisomerism",

author = "Qingzhi Zhang and Botting, {Nigel P.} and Colin Kay",

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AU - Zhang, Qingzhi

AU - Botting, Nigel P.

AU - Kay, Colin

N1 - This journal is © The Royal Society of Chemistry 2011

PY - 2011/10/14

Y1 - 2011/10/14

N2 - The major dietary anthocyanin, cyanidin-3-glucoside, was prepared on a 4 g scale from three units of diethyl [2-(13)C]malonate and one unit of [1,3-(13)C(2)]acetone, such that five isotope locations were distributed throughout the molecule to provide a penta-(13)C(5)-labelled anthocyanin, [6,8,10,3',5'-(13)C(5)]cyanidin-3-glucoside chloride, for use in human stable-isotope tracer studies.

AB - The major dietary anthocyanin, cyanidin-3-glucoside, was prepared on a 4 g scale from three units of diethyl [2-(13)C]malonate and one unit of [1,3-(13)C(2)]acetone, such that five isotope locations were distributed throughout the molecule to provide a penta-(13)C(5)-labelled anthocyanin, [6,8,10,3',5'-(13)C(5)]cyanidin-3-glucoside chloride, for use in human stable-isotope tracer studies.

KW - Administration, Oral

KW - Anthocyanins

KW - Carbon Isotopes

KW - Glucosides

KW - Humans

KW - Isotope Labeling

KW - Stereoisomerism

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DO - 10.1039/c1cc14323a

M3 - Article

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VL - 47

SP - 10596

EP - 10598

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 38

ER -

A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans

Abstract

Keywords

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Projects

Effects of Fruit Juice Processing and Human Metabolism on the Functionality of Anthocyanins for Cardiovascular Health (DRINC)

Cite this