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Two complete syntheses of (S)-aspartate semi-aldehyde and demonstration that Δ²-tetrahydroisophthalic acid is a non-competitive inhibitor of dihydrodipicolinate synthase

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dc.contributor.authorRoberts, S.
dc.contributor.authorMorris, J.
dc.contributor.authorDobson, R.
dc.contributor.authorBaxter, C.
dc.contributor.authorGerrard, J.
dc.date.issued2004
dc.descriptionThe document attached has been archived with permission from the publisher.
dc.description.abstractWe report, in full, two 3-step syntheses of (S)-aspartate semi-aldehyde, an important synthetic and biosynthetic precursor, from diprotected aspartic acid. The first synthesis proceeds via a thioester, the second via a Weinreb amide. Each route yields pure (S)-aspartate semi-aldehyde in excellent yield. The utility of (S)-aspartate semi-aldehyde prepared in this manner was demonstrated with an inhibition study of dihydrodipicolinate synthase, wherein Δ2- tetrahydroisophthalic acid is shown to be a non-competitive inhibitor with respect to both substrates.
dc.description.statementofresponsibilitySarah J. Roberts, Jonathan C. Morris, Renwick C.J. Dobson, Chris L. Baxter, and Juliet A. Gerrard
dc.identifier.citationARKIVOC, 2004; 10:166-177
dc.identifier.issn1551-7004
dc.identifier.urihttp://hdl.handle.net/2440/34486
dc.language.isoen
dc.publisherArkat USA, Inc.
dc.rightsCopyright © ARKAT USA, Inc
dc.source.urihttp://www.arkat-usa.org/?VIEW=BROWSE&VOLUME=2004&ISSUE=10
dc.subjectAspartate semi-aldehyde
dc.subjectlysine biosynthesis
dc.subjectDHDPS
dc.subjectinhibition kinetics
dc.titleTwo complete syntheses of (S)-aspartate semi-aldehyde and demonstration that Δ²-tetrahydroisophthalic acid is a non-competitive inhibitor of dihydrodipicolinate synthase
dc.title.alternativeTwo complete syntheses of (S)-aspartate semi-aldehyde and demonstration that Delta(2)-tetrahydroisophthalic acid is a non-competitive inhibitor of dihydrodipicolinate synthase
dc.typeJournal article
pubs.publication-statusPublished

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