Literature DB >> 3663153

The behaviour of leucine aminopeptidase towards thionopeptides.

R E Beattie1, D T Elmore, C H Williams, D J Guthrie.   

Abstract

Thionoleucine S-anilide (Leut-anilide), Leut-Gly-OEt and Leut-Phe-OMe were synthesized and shown to be competitive inhibitors of leucine aminopeptidase from pig kidney. The kinetics of inhibition were determined in the presence of leucine 4-methylcoumarin-7-amide as substrate. Although the compounds showed only moderate inhibitory potency, it was found that all were resistant to hydrolysis by the enzyme, in contrast with the reported behaviour of some thionopeptide analogues of substrates for other Zn2+-peptidases such as carboxypeptidase A and angiotensin-converting enzyme.

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Year:  1987        PMID： 3663153      PMCID： PMC1148113          DOI： 10.1042/bj2450285

Source DB:  PubMed          Journal:  Biochem J        ISSN： 0264-6021            Impact factor:   3.857


  23 in total

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Authors:  F WEYGAND; E NINTZ
Journal:  Z Naturforsch B       Date:  1965-05       Impact factor: 1.047

2.  A new fluorogenic substrate for chymotrypsin.

Authors:  M Zimmerman; E Yurewicz; G Patel
Journal:  Anal Biochem       Date:  1976-01       Impact factor: 3.365

3.  Bestatin, an inhibitor of aminopeptidase B, produced by actinomycetes.

Authors:  H Umezawa; T Aoyagi; H Suda; M Hamada; T Takeuchi
Journal:  J Antibiot (Tokyo)       Date:  1976-01       Impact factor: 2.649

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Authors:  S Himmelhoch
Journal:  Arch Biochem Biophys       Date:  1969-11       Impact factor: 4.013

5.  A new fluorogenic substrate for aminopeptidase.

Authors:  Y Kanaoka; T Takahashi; H Nakayama
Journal:  Chem Pharm Bull (Tokyo)       Date:  1977-02       Impact factor: 1.645

6.  A new class of angiotensin-converting enzyme inhibitors.

Authors:  A A Patchett; E Harris; E W Tristram; M J Wyvratt; M T Wu; D Taub; E R Peterson; T J Ikeler; J ten Broeke; L G Payne; D L Ondeyka; E D Thorsett; W J Greenlee; N S Lohr; R D Hoffsommer; H Joshua; W V Ruyle; J W Rothrock; S D Aster; A L Maycock; F M Robinson; R Hirschmann; C S Sweet; E H Ulm; D M Gross; T C Vassil; C A Stone
Journal:  Nature       Date:  1980-11-20       Impact factor: 49.962

7.  Amastatin, an inhibitor of aminopeptidase A, produced by actinomycetes.

Authors:  T Aoyagi; H Tobe; F Kojima; M Hamada; T Takeuchi; H Umezawa
Journal:  J Antibiot (Tokyo)       Date:  1978-06       Impact factor: 2.649

8.  A novel fluorometric ultramicro determination of serum leucine aminopeptidase using a coumarine derivative.

Authors:  K Saifuku; T Sekine; T Namihisa; T Takahashi; Y Kanaoka
Journal:  Clin Chim Acta       Date:  1978-03-01       Impact factor: 3.786

9.  Reactivity of human leukocyte elastase and porcine pancreatic elastase toward peptide 4-nitroanilides containing model desmosine residues. Evidence that human leukocyte elastase is selective for cross-linked regions of elastin.

Authors:  A Yasutake; J C Powers
Journal:  Biochemistry       Date:  1981-06-23       Impact factor: 3.162

10.  Synthesis and some pharmacological properties of (1-deamino,9-thioglycine)oxytocin.

Authors:  W C Jones; J J Nestor; V Du Vigneaud
Journal:  J Am Chem Soc       Date:  1973-08-22       Impact factor: 15.419
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  7 in total

1.  Thioamide Substitution Selectively Modulates Proteolysis and Receptor Activity of Therapeutic Peptide Hormones.

Authors:  Xing Chen; Elizabeth G Mietlicki-Baase; Taylor M Barrett; Lauren E McGrath; Kieran Koch-Laskowski; John J Ferrie; Matthew R Hayes; E James Petersson
Journal:  J Am Chem Soc       Date:  2017-11-13       Impact factor: 15.419

2.  Fluorescent Probes for Studying Thioamide Positional Effects on Proteolysis Reveal Insight into Resistance to Cysteine Proteases.

Authors:  Chunxiao Liu; Taylor M Barrett; Xing Chen; John J Ferrie; E James Petersson
Journal:  Chembiochem       Date:  2019-06-14       Impact factor: 3.164

3.  A thiono-beta-lactam substrate for the beta-lactamase II of Bacillus cereus. Evidence for direct interaction between the essential metal ion and substrate.

Authors:  B P Murphy; R F Pratt
Journal:  Biochem J       Date:  1989-03-15       Impact factor: 3.857

4.  Studies of Thioamide Effects on Serine Protease Activity Enable Two-Site Stabilization of Cancer Imaging Peptides.

Authors:  Taylor M Barrett; Xing S Chen; Chunxiao Liu; Sam Giannakoulias; Hoang Anh T Phan; Jieliang Wang; E Keith Keenan; Richard J Karpowicz; E James Petersson
Journal:  ACS Chem Biol       Date:  2020-03-06       Impact factor: 5.100

5.  Rational design of thioamide peptides as selective inhibitors of cysteine protease cathepsin L.

Authors:  Hoang Anh T Phan; Sam G Giannakoulias; Taylor M Barrett; Chunxiao Liu; E James Petersson
Journal:  Chem Sci       Date:  2021-07-19       Impact factor: 9.825

6.  Metabolism of thioamides by Ralstonia pickettii TA.

Authors:  Anthony G Dodge; Jack E Richman; Gilbert Johnson; Lawrence P Wackett
Journal:  Appl Environ Microbiol       Date:  2006-09-22       Impact factor: 4.792

7.  Thioamide-based fluorescent protease sensors.

Authors:  Jacob M Goldberg; Xing Chen; Nataline Meinhardt; Doron C Greenbaum; E James Petersson
Journal:  J Am Chem Soc       Date:  2014-01-28       Impact factor: 15.419
  7 in total

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