Cited by 455Enzyme Structure and FunctionPeptidase Inhibition and AnalysisAmino Acid Enzymes and Metabolism

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Structure of Human Methionine Aminopeptidase-2 Complexed with Fumagillin

Liu, Shenping, Widom, Joanne, Kemp, Christopher W., Crews, Craig M., Clardy, Jon·1998·Science

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Abstract

The fungal metabolite fumagillin suppresses the formation of new blood vessels, and a fumagillin analog is currently in clinical trials as an anticancer agent. The molecular target of fumagillin is methionine aminopeptidase-2 (MetAP-2). A 1.8 Å resolution crystal structure of free and inhibited human MetAP-2 shows a covalent bond formed between a reactive epoxide of fumagillin and histidine-231 in the active site of MetAP-2. Extensive hydrophobic and water-mediated polar interactions with other parts of fumagillin provide additional affinity. Fumagillin-based drugs inhibit MetAP-2 but not MetAP-1, and the three-dimensional structure also indicates the likely determinants of this specificity. The structural basis for fumagillin's potency and specificity forms the starting point for structure-based drug design.

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Authors: Liu, S., Widom, J., Kemp, C. W., Crews, C. M., & Clardy, J.
Affiliations: Cornell University (US)
Corresponding author: Clardy, Jon
ORCID: Liu, Shenping
Crews, Craig M.
Clardy, Jon
Venue: Science
Publisher: American Association for the Advancement of Science (AAAS)
Published: 1998-11-13
Volume: 282
Issue: 5392
Pages: 1324-1327
ISSN: 0036-8075 (ISSN-L)
1095-9203
DOI: 10.1126/science.282.5392.1324
OpenAlex: W2085785716
Cited by: 440
References: 28
Citations by year: 2026: 6 · 2025: 11 · 2024: 14 · 2023: 14 · 2022: 12 · 2021: 13 · 2020: 13 · 2019: 13 · 2018: 13 · 2017: 5 · 2016: 10 · 2015: 14 · 2014: 14 · 2013: 16 · 2012: 13
FWCI: 13.01
Type: journal article
Language: en
Open access: closed
Locations: Science (publishedVersion)
PubMed (publishedVersion)
Funders: National Cancer Institute (R01CA024487, CA 59021, R01CA059021, CA-24487)
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Structural Biology › Enzyme Structure and Function
Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Peptidase Inhibition and Analysis
Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Amino Acid Enzymes and Metabolism
Keywords: methionine aminopeptidase 2, fumagillin, crystal structure, enzyme-inhibitor complex, antivascular agents, anticancer agents, enzyme specificity, structure-based drug design
MeSH terms: Amino Acid Sequence, Aminopeptidases, Binding Sites, Cyclohexanes, Fatty Acids, Unsaturated, Humans, Hydrogen Bonding, Metalloendopeptidases, Models, Molecular, Molecular Sequence Data, Protein Conformation, Sesquiterpenes, Sequence Alignment, Protein Structure, Secondary, Crystallography, X-Ray

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Structure of Human Methionine Aminopeptidase-2 Complexed with Fumagillin

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