Boric acid catalyzed methyl esterification of sugar acids

Stephan M. Levonis, Brighid B. Pappin, Alissa Sharp, Milton J. Kiefel, Todd A. Houston

Research output: Contribution to journalArticleResearchpeer-review

7 Citations (Scopus)

Abstract

Boric acid catalyzes methyl esterification of certain sugar acids (sialic acid, deaminated neuraminic acid) and related natural products (quinic acid) quite cleanly in some cases. However, closely related sugar acids (glucuronic acid, 3-deoxy-D-manno-oct-2-ulosonic acid) failed to esterify under the same conditions. Factors governing this dichotomy are discussed.

Original languageEnglish
Pages (from-to)528-530
Number of pages3
JournalAustralian Journal of Chemistry
Volume67
Issue number3
DOIs
Publication statusPublished - 2014
Externally publishedYes

Fingerprint

Sugar Acids
Esterification
Neuraminic Acids
Quinic Acid
Glucuronic Acid
N-Acetylneuraminic Acid
Biological Products
boric acid
2-keto-3-deoxyoctonate

Cite this

Levonis, Stephan M. ; Pappin, Brighid B. ; Sharp, Alissa ; Kiefel, Milton J. ; Houston, Todd A. / Boric acid catalyzed methyl esterification of sugar acids. In: Australian Journal of Chemistry. 2014 ; Vol. 67, No. 3. pp. 528-530.
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Levonis, SM, Pappin, BB, Sharp, A, Kiefel, MJ & Houston, TA 2014, 'Boric acid catalyzed methyl esterification of sugar acids' Australian Journal of Chemistry, vol. 67, no. 3, pp. 528-530. https://doi.org/10.1071/CH13459

Boric acid catalyzed methyl esterification of sugar acids. / Levonis, Stephan M.; Pappin, Brighid B.; Sharp, Alissa; Kiefel, Milton J.; Houston, Todd A.

In: Australian Journal of Chemistry, Vol. 67, No. 3, 2014, p. 528-530.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Levonis, Stephan M.

AU - Pappin, Brighid B.

AU - Sharp, Alissa

AU - Kiefel, Milton J.

AU - Houston, Todd A.

PY - 2014

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