Literature DB >> 27409142

l-Cystine Diamides as l-Cystine Crystallization Inhibitors for Cystinuria.

Longqin Hu1, Yanhui Yang1, Herve Aloysius1, Haifa Albanyan1, Min Yang2, Jian-Jie Liang3, Anthony Yu4, Alexander Shtukenberg4, Laura N Poloni4, Vladyslav Kholodovych1,5, Jay A Tischfield2, David S Goldfarb6, Michael D Ward4, Amrik Sahota2.   

Abstract

l-Cystine bismorpholide (1a) and l-cystine bis(N'-methylpiperazide) (1b) were seven and twenty-four times more effective than l-cystine dimethyl ester (CDME) in increasing the metastable supersaturation range of l-cystine, respectively, effectively inhibiting l-cystine crystallization. This behavior can be attributed to inhibition of crystal growth at microscopic length scale, as revealed by atomic force microscopy. Both 1a and 1b are more stable than CDME, and 1b was effective in vivo in a knockout mouse model of cystinuria.

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Year:  2016        PMID： 27409142      PMCID： PMC5774851          DOI： 10.1021/acs.jmedchem.6b00647

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  15 in total

Review 1.  Cystinuria: mechanisms and management.

Authors:  Donna J Claes; Elizabeth Jackson
Journal:  Pediatr Nephrol       Date:  2012-01-27       Impact factor: 3.714

Review 2.  The CARI guidelines. Kidney stones: cystine stones.

Authors:  Gavin Becker
Journal:  Nephrology (Carlton)       Date:  2007-02       Impact factor: 2.506

3.  Efficient amidation from carboxylic acids and azides via selenocarboxylates: application to the coupling of amino acids and peptides with azides.

Authors:  Xinghua Wu; Longqin Hu
Journal:  J Org Chem       Date:  2007-02-02       Impact factor: 4.354

4.  Optimization by simulated annealing.

Authors:  S Kirkpatrick; C D Gelatt; M P Vecchi
Journal:  Science       Date:  1983-05-13       Impact factor: 47.728

5.  Novel cystine ester mimics for the treatment of cystinuria-induced urolithiasis in a knockout mouse model.

Authors:  Amrik Sahota; Jaspreet S Parihar; Kathleen M Capaccione; Min Yang; Kelsey Noll; Derek Gordon; David Reimer; Ill Yang; Brian T Buckley; Marianne Polunas; Kenneth R Reuhl; Matthew R Lewis; Michael D Ward; David S Goldfarb; Jay A Tischfield
Journal:  Urology       Date:  2014-10-24       Impact factor: 2.649

Review 6.  Kidney stones: pathophysiology and medical management.

Authors:  Orson W Moe
Journal:  Lancet       Date:  2006-01-28       Impact factor: 79.321

7.  Crystal growth inhibitors for the prevention of L-cystine kidney stones through molecular design.

Authors:  Jeffrey D Rimer; Zhihua An; Zina Zhu; Michael H Lee; David S Goldfarb; Jeffrey A Wesson; Michael D Ward
Journal:  Science       Date:  2010-10-15       Impact factor: 47.728

8.  High-performance liquid chromatographic determination of urinary cysteine and cystine.

Authors:  H Birwé; A Hesse
Journal:  Clin Chim Acta       Date:  1991-05-31       Impact factor: 3.786

Review 9.  Cystinuria.

Authors:  Aditya Mattoo; David S Goldfarb
Journal:  Semin Nephrol       Date:  2008-03       Impact factor: 5.299

10.  Non-type I cystinuria caused by mutations in SLC7A9, encoding a subunit (bo,+AT) of rBAT.

Authors:  L Feliubadaló; M Font; J Purroy; F Rousaud; X Estivill; V Nunes; E Golomb; M Centola; I Aksentijevich; Y Kreiss; B Goldman; M Pras; D L Kastner; E Pras; P Gasparini; L Bisceglia; E Beccia; M Gallucci; L de Sanctis; A Ponzone; G F Rizzoni; L Zelante; M T Bassi; A L George; M Manzoni; A De Grandi; M Riboni; J K Endsley; A Ballabio; G Borsani; N Reig; E Fernández; R Estévez; M Pineda; D Torrents; M Camps; J Lloberas; A Zorzano; M Palacín
Journal:  Nat Genet       Date:  1999-09       Impact factor: 38.330
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  6 in total

Review 1.  Cystinuria: genetic aspects, mouse models, and a new approach to therapy.

Authors:  Amrik Sahota; Jay A Tischfield; David S Goldfarb; Michael D Ward; Longqin Hu
Journal:  Urolithiasis       Date:  2018-12-04       Impact factor: 3.436

2.  Design, synthesis, and evaluation of l-cystine diamides as l-cystine crystallization inhibitors for cystinuria.

Authors:  Yanhui Yang; Haifa Albanyan; Sumi Lee; Herve Aloysius; Jian-Jie Liang; Vladyslav Kholodovych; Amrik Sahota; Longqin Hu
Journal:  Bioorg Med Chem Lett       Date:  2018-03-10       Impact factor: 2.823

3.  Evaluation and Medical Management of Patients with Cystine Nephrolithiasis: A Consensus Statement.

Authors:  Brian H Eisner; David S Goldfarb; Michelle A Baum; Craig B Langman; Gary C Curhan; Glenn M Preminger; John C Lieske; Gyan Pareek; Kay Thomas; Anna L Zisman; Dimitri Papagiannopoulos; Roger L Sur
Journal:  J Endourol       Date:  2020-04-06       Impact factor: 2.942

4.  Role of Molecular Recognition in l-Cystine Crystal Growth Inhibition.

Authors:  Laura N Poloni; Zina Zhu; Nelson Garcia-Vázquez; Anthony C Yu; David M Connors; Longqin Hu; Amrik Sahota; Michael D Ward; Alexander G Shtukenberg
Journal:  Cryst Growth Des       Date:  2017-04-13       Impact factor: 4.076

Review 5.  Nephrolithiasis and Nephrocalcinosis in Childhood-Risk Factor-Related Current and Future Treatment Options.

Authors:  Alexander Weigert; Bernd Hoppe
Journal:  Front Pediatr       Date:  2018-04-12       Impact factor: 3.418

6.  Elucidating the mechanism of nucleation inhibition of pathology crystallization of gout based on the evidence from amorphous form and in solution.

Authors:  Dan Zhou; Shiqi Jiao; Pengfei Zhang; Yige Jin; Yonglan Pan; Chunyan Ou; Xingde Zhang; Tingming Fu; Yonghai Liu
Journal:  RSC Adv       Date:  2022-08-12       Impact factor: 4.036
  6 in total

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