메뉴 건너뛰기




Volumn 1, Issue 3, 2018, Pages 186-191

Chemoenzymatic asymmetric synthesis of the metallo-β-lactamase inhibitor aspergillomarasmine A and related aminocarboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

CHELATION; SUBSTRATES;

EID: 85048546348     PISSN: None     EISSN: 25201158     Source Type: Journal    
DOI: 10.1038/s41929-018-0029-1     Document Type: Article
Times cited : (40)

References (26)
  • 1
    • 0035162041 scopus 로고    scopus 로고
    • Environmental fate and microbial degradation of aminopolycarboxylic acids
    • Bucheli-Witschel, M. & Egli, T. Environmental fate and microbial degradation of aminopolycarboxylic acids. FEMS Microbiol. Rev. 25, 69-106 (2001).
    • (2001) FEMS Microbiol. Rev. , vol.25 , pp. 69-106
    • Bucheli-Witschel, M.1    Egli, T.2
  • 3
    • 85046692993 scopus 로고    scopus 로고
    • Oilfield scale removal by chelating agents: An aminopolycarboxylic acids review
    • Society of Petroleum Engineers, Richardson
    • Almubarak, T., Ng, J. H. & Nasr-El-Din, H. Oilfield scale removal by chelating agents: an aminopolycarboxylic acids review. In SPE Western Regional Meeting (Society of Petroleum Engineers, Richardson, 2017).
    • (2017) SPE Western Regional Meeting
    • Almubarak, T.1    Ng, J.H.2    Nasr-El-Din, H.3
  • 4
    • 84883291199 scopus 로고    scopus 로고
    • Aminopolycarboxylic acid functionalized adsorbents for heavy metals removal from water
    • Repo, E., Warchol, J. K., Bhatnagar, A., Mudhoo, A. & Sillanpää, M. Aminopolycarboxylic acid functionalized adsorbents for heavy metals removal from water. Water Res. 47, 4812-4832 (2013).
    • (2013) Water Res. , vol.47 , pp. 4812-4832
    • Repo, E.1    Warchol, J.K.2    Bhatnagar, A.3    Mudhoo, A.4    Sillanpää, M.5
  • 5
    • 84903457328 scopus 로고    scopus 로고
    • Aspergillomarasmine A overcomes metallo-?-lactamase antibiotic resistance
    • King, A. M. et al. Aspergillomarasmine A overcomes metallo-?-lactamase antibiotic resistance. Nature 510, 503-506 (2014).
    • (2014) Nature , vol.510 , pp. 503-506
    • King, A.M.1
  • 6
    • 85047699610 scopus 로고    scopus 로고
    • Aspergillomarasmine A, an inhibitor of bacterial metallo-?-lactamases conferring blaNDM and blaVIM resistance
    • Von Nussbaum, F. & Schiffer, G. Aspergillomarasmine A, an inhibitor of bacterial metallo-?-lactamases conferring blaNDM and blaVIM resistance. Angew. Chem. Int. Ed. Engl. 53, 11696-11698 (2014).
    • (2014) Angew. Chem. Int. Ed. Engl. , vol.53 , pp. 11696-11698
    • Von Nussbaum, F.1    Schiffer, G.2
  • 7
    • 84903452086 scopus 로고    scopus 로고
    • Antibiotic resistance: To the rescue of old drugs
    • Meziane-Cherif, D. & Courvalin, P. Antibiotic resistance: to the rescue of old drugs. Nature 510, 477-478 (2014).
    • (2014) Nature , vol.510 , pp. 477-478
    • Meziane-Cherif, D.1    Courvalin, P.2
  • 8
    • 0001108335 scopus 로고
    • Structure chimique des aspergillomarasmines A et B
    • Haenni, A. et al. Structure chimique des aspergillomarasmines A et B. Helv. Chim. Acta 48, 729-750 (1965).
    • (1965) Helv. Chim. Acta , vol.48 , pp. 729-750
    • Haenni, A.1
  • 9
    • 0021049908 scopus 로고
    • Novel microbial inhibitors of angiotensin-converting enzyme, aspergillomarasmines A and B
    • Mikami, Y. & Suzuki, T. Novel microbial inhibitors of angiotensin-converting enzyme, aspergillomarasmines A and B. Agric. Biol. Chem. 47, 2693-2695 (1983).
    • (1983) Agric. Biol. Chem. , vol.47 , pp. 2693-2695
    • Mikami, Y.1    Suzuki, T.2
  • 10
    • 84947976362 scopus 로고    scopus 로고
    • Total synthesis and structural reassignment of aspergillomarasmine A
    • Liao, D. et al. Total synthesis and structural reassignment of aspergillomarasmine A. Angew. Chem. Int. Ed. Engl. 55, 4291-4295 (2016).
    • (2016) Angew. Chem. Int. Ed. Engl. , vol.55 , pp. 4291-4295
    • Liao, D.1
  • 11
    • 84957845289 scopus 로고    scopus 로고
    • Total synthesis and activity of the metallo-?-lactamase inhibitor aspergillomarasmine A
    • Koteva, K., King, A. M., Capretta, A. & Wright, G. D. Total synthesis and activity of the metallo-?-lactamase inhibitor aspergillomarasmine A. Angew. Chem. Int. Ed. Engl. 128, 2210-2212 (2016).
    • (2016) Angew. Chem. Int. Ed. Engl. , vol.128 , pp. 2210-2212
    • Koteva, K.1    King, A.M.2    Capretta, A.3    Wright, G.D.4
  • 12
    • 84992093037 scopus 로고    scopus 로고
    • Total synthesis of aspergillomarasmine A and related compounds: A sulfamidate approach enables exploration of structure-activity relationships
    • Albu, S. A. et al. Total synthesis of aspergillomarasmine A and related compounds: a sulfamidate approach enables exploration of structure-activity relationships. Angew. Chem. Int. Ed. Engl. 128, 13259-13262 (2016).
    • (2016) Angew. Chem. Int. Ed. Engl. , vol.128 , pp. 13259-13262
    • Albu, S.A.1
  • 13
    • 0002801069 scopus 로고
    • Structures, properties and relationship to the aspergillomarasmines of toxins produced by Pyrenophora teres
    • Bach, E. et al. Structures, properties and relationship to the aspergillomarasmines of toxins produced by Pyrenophora teres. Physiol. Plant Pathol. 14, 41-46 (1979).
    • (1979) Physiol. Plant Pathol. , vol.14 , pp. 41-46
    • Bach, E.1
  • 14
    • 0025879297 scopus 로고
    • Toxin production in Pyrenophora teres, the ascomycete causing the net-spot blotch disease of barley (Hordeum vulgare L.)
    • Friis, P., Olsen, C. & Møller, B. Toxin production in Pyrenophora teres, the ascomycete causing the net-spot blotch disease of barley (Hordeum vulgare L.). J. Biol. Chem. 266, 13329-13335 (1991).
    • (1991) J. Biol. Chem. , vol.266 , pp. 13329-13335
    • Friis, P.1    Olsen, C.2    Møller, B.3
  • 15
    • 85026780365 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of aspergillomarasmine A derivatives as novel NDM-1 inhibitor to overcome antibiotics resistance
    • Zhang, J. et al. Synthesis and biological evaluation of aspergillomarasmine A derivatives as novel NDM-1 inhibitor to overcome antibiotics resistance. Bioorg. Med. Chem. 25, 5133-5141 (2017).
    • (2017) Bioorg. Med. Chem. , vol.25 , pp. 5133-5141
    • Zhang, J.1
  • 16
    • 0031389760 scopus 로고    scopus 로고
    • Purification and characterization of a lyase from the EDTA-degrading bacterial strain DSM 9103 that catalyzes the splitting of [S, S]-ethylenediaminedisuccinate, a structural isomer of EDTA
    • Witschel, M. & Egli, T. Purification and characterization of a lyase from the EDTA-degrading bacterial strain DSM 9103 that catalyzes the splitting of [S, S]-ethylenediaminedisuccinate, a structural isomer of EDTA. Biodegradation 8, 419-428 (1997).
    • (1997) Biodegradation , vol.8 , pp. 419-428
    • Witschel, M.1    Egli, T.2
  • 17
    • 84861646019 scopus 로고    scopus 로고
    • Aspartase/fumarase superfamily: A common catalytic strategy involving general base-catalyzed formation of a highly stabilized aci-carboxylate intermediate
    • Puthan Veetil, V., Fibriansah, G., Raj, H., Thunnissen, A.-M. W. & Poelarends, G. J. Aspartase/fumarase superfamily: a common catalytic strategy involving general base-catalyzed formation of a highly stabilized aci-carboxylate intermediate. Biochemistry 51, 4237-4243 (2012).
    • (2012) Biochemistry , vol.51 , pp. 4237-4243
    • Puthan Veetil, V.1    Fibriansah, G.2    Raj, H.3    Thunnissen, A.-M.W.4    Poelarends, G.J.5
  • 19
    • 84864765290 scopus 로고    scopus 로고
    • Preclinical evaluation of 99mTc(CO)3-aspartic-N-monoacetic acid, a renal radiotracer with pharmacokinetic properties comparable to 131I-o-iodohippurate
    • Lipowska, M., Klenc, J., Marzilli, L. G. & Taylor, A. T. Preclinical evaluation of 99mTc(CO)3-aspartic-N-monoacetic acid, a renal radiotracer with pharmacokinetic properties comparable to 131I-o-iodohippurate. J. Nucl. Med. 53, 1277-1283 (2012).
    • (2012) J. Nucl. Med. , vol.53 , pp. 1277-1283
    • Lipowska, M.1    Klenc, J.2    Marzilli, L.G.3    Taylor, A.T.4
  • 20
    • 84866267091 scopus 로고    scopus 로고
    • Synthesis and characterization of fac-Re(CO)3-aspartic-N-monoacetic acid: Structural analogue of a potential renal tracer, fac-99mTc(CO)3(ASMA)
    • Klenc, J., Lipowska, M., Taylor, A. T. & Marzilli, L. G. Synthesis and characterization of fac-Re(CO)3-aspartic-N-monoacetic acid: structural analogue of a potential renal tracer, fac-99mTc(CO)3(ASMA). Eur. J. Inorg. Chem. 2012, 4334-4341 (2012).
    • (2012) Eur. J. Inorg. Chem. , vol.2012 , pp. 4334-4341
    • Klenc, J.1    Lipowska, M.2    Taylor, A.T.3    Marzilli, L.G.4
  • 22
    • 85021216841 scopus 로고    scopus 로고
    • A retrosynthesis approach for biocatalysis in organic synthesis
    • De Souza, R. O. M. A., Miranda, L. S. M. & Bornscheuer, U. T. A retrosynthesis approach for biocatalysis in organic synthesis. Chem. Eur. J. 23, 12040-12063 (2017).
    • (2017) Chem. Eur. J. , vol.23 , pp. 12040-12063
    • De Souza, R.O.M.A.1    Miranda, L.S.M.2    Bornscheuer, U.T.3
  • 23
    • 84879092976 scopus 로고    scopus 로고
    • Biocatalytic retrosynthesis
    • Turner, N. J. & O'Reilly, E. Biocatalytic retrosynthesis. Nat. Chem. Biol. 9, 285-288 (2013).
    • (2013) Nat. Chem. Biol. , vol.9 , pp. 285-288
    • Turner, N.J.1    O'Reilly, E.2
  • 24
    • 85042628559 scopus 로고    scopus 로고
    • Synthetic and therapeutic applications of ammonia-lyases and aminomutases
    • Parmeggiani, F., Weise, N. J., Ahmed, S. T. & Turner, N. J. Synthetic and therapeutic applications of ammonia-lyases and aminomutases. Chem. Rev. 118, 73-118 (2018).
    • (2018) Chem. Rev. , vol.118 , pp. 73-118
    • Parmeggiani, F.1    Weise, N.J.2    Ahmed, S.T.3    Turner, N.J.4
  • 25
    • 84867749736 scopus 로고    scopus 로고
    • Catalytic mechanisms and biocatalytic applications of aspartate and methylaspartate ammonia lyases
    • De Villiers, M., Puthan Veetil, V., Raj, H., de Villiers, J. & Poelarends, G. J. Catalytic mechanisms and biocatalytic applications of aspartate and methylaspartate ammonia lyases. ACS Chem. Biol. 7, 1618-1628 (2012).
    • (2012) ACS Chem. Biol. , vol.7 , pp. 1618-1628
    • De Villiers, M.1    Puthan Veetil, V.2    Raj, H.3    De Villiers, J.4    Poelarends, G.J.5
  • 26
    • 84862847925 scopus 로고    scopus 로고
    • Engineering methylaspartate ammonia lyase for the asymmetric synthesis of unnatural amino acids
    • Raj, H. et al. Engineering methylaspartate ammonia lyase for the asymmetric synthesis of unnatural amino acids. Nat. Chem. 4, 478-484 (2012).
    • (2012) Nat. Chem. , vol.4 , pp. 478-484
    • Raj, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.