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Ecadotril

Ecadotril is a neutral endopeptidase inhibitor ((NEP[1]) EC 3.4.24.11[2]) and determined by the presence of peptidase family M13 as a neutral endopeptidase inhibited by phosphoramidon. Ecadotril is the (S)-enantiomer of racecadotril. NEP-like enzymes include the endothelin-converting enzymes.[3] The peptidase M13 family believed to activate or inactivate oligopeptide (pro)-hormones such as opioid peptides,[3] neprilysin[3] is another member of this group, in the case of the metallopeptidases and aspartic, the nucleophiles clan or family for example MA, is an activated water molecule.[1] The peptidase domain for members of this family also contains a bacterial member and resembles that of thermolysin the predicted active site residues for members of this family and thermolysin occur in the motif HEXXH.[4] Thermolysin complexed with the inhibitor (S)-thiorphan are isomeric thiol-containing inhibitors of endopeptidase EC 24-11[5] (also called "enkephalinase").

Ecadotril
Names
Preferred IUPAC name
Benzyl [(2S)-3-(acetylsulfanyl)-2-benzylpropanamido]acetate
Identifiers
  • 112573-73-6
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1516410
ChemSpider
  • 54591
  • 60561
UNII
  • 6XSR933SRK Y
  • DTXSID8045513
  • InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)/t19-/m1/s1
    Key: ODUOJXZPIYUATO-LJQANCHMSA-N
  • InChI=1/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)/t19-/m1/s1
    Key: ODUOJXZPIYUATO-LJQANCHMBY
  • O=C(SC[C@H](C(=O)NCC(=O)OCc1ccccc1)Cc2ccccc2)C
Properties
C21H23NO4S
Molar mass 385.48 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also

References

  1. ^ a b Le Moual H, Roques BP, Crine P, Boileau G (June 1993). "Substitution of potential metal-coordinating amino acid residues in the zinc-binding site of endopeptidase-24.11". FEBS Lett. 324 (2): 196–200. doi:10.1016/0014-5793(93)81392-D. PMID 8099556.
  2. ^ Malfroy B, Schofield PR, Kuang WJ, Seeburg PH, Mason AJ, Henzel WJ (April 1987). "Molecular cloning and amino acid sequence of rat enkephalinase". Biochemical and Biophysical Research Communications. 144 (1): 59–66. doi:10.1016/S0006-291X(87)80475-8. PMID 3555489.
  3. ^ a b c Turner AJ, Isaac RE, Coates D (March 2001). "The neprilysin (NEP) family of zinc metalloendopeptidases: Genomics and function". BioEssays. 23 (3): 261–9. doi:10.1002/1521-1878(200103)23:3<261::AID-BIES1036>3.0.CO;2-K. PMID 11223883.
  4. ^ Rudner DZ, Fawcett P, Losick R (December 1999). "A family of membrane-embedded metalloproteases involved in regulated proteolysis of membrane-associated transcription factors". Proc Natl Acad Sci USA. 96 (26): 14765–14770. doi:10.1073/pnas.96.26.14765. PMC 24722. PMID 10611287.
  5. ^ S. L. Roderick; M. C. Fournie-Zaluski; B. P. Roques; B. W. Matthews (February 1989). "Thiorphan and retro-thiorphan display equivalent interactions when bound to crystalline thermolysin". Biochemistry. 28 (4): 1493–7. doi:10.1021/bi00430a011. PMID 2719912.

ecadotril, neutral, endopeptidase, inhibitor, determined, presence, peptidase, family, neutral, endopeptidase, inhibited, phosphoramidon, enantiomer, racecadotril, like, enzymes, include, endothelin, converting, enzymes, peptidase, family, believed, activate, . Ecadotril is a neutral endopeptidase inhibitor NEP 1 EC 3 4 24 11 2 and determined by the presence of peptidase family M13 as a neutral endopeptidase inhibited by phosphoramidon Ecadotril is the S enantiomer of racecadotril NEP like enzymes include the endothelin converting enzymes 3 The peptidase M13 family believed to activate or inactivate oligopeptide pro hormones such as opioid peptides 3 neprilysin 3 is another member of this group in the case of the metallopeptidases and aspartic the nucleophiles clan or family for example MA is an activated water molecule 1 The peptidase domain for members of this family also contains a bacterial member and resembles that of thermolysin the predicted active site residues for members of this family and thermolysin occur in the motif HEXXH 4 Thermolysin complexed with the inhibitor S thiorphan are isomeric thiol containing inhibitors of endopeptidase EC 24 11 5 also called enkephalinase Ecadotril NamesPreferred IUPAC name Benzyl 2S 3 acetylsulfanyl 2 benzylpropanamido acetateIdentifiersCAS Number 112573 73 63D model JSmol Interactive imageChEMBL ChEMBL1516410ChemSpider 54591PubChem CID 60561UNII 6XSR933SRK YCompTox Dashboard EPA DTXSID8045513InChI InChI 1S C21H23NO4S c1 16 23 27 15 19 12 17 8 4 2 5 9 17 21 25 22 13 20 24 26 14 18 10 6 3 7 11 18 h2 11 19H 12 15H2 1H3 H 22 25 t19 m1 s1Key ODUOJXZPIYUATO LJQANCHMSA NInChI 1 C21H23NO4S c1 16 23 27 15 19 12 17 8 4 2 5 9 17 21 25 22 13 20 24 26 14 18 10 6 3 7 11 18 h2 11 19H 12 15H2 1H3 H 22 25 t19 m1 s1Key ODUOJXZPIYUATO LJQANCHMBYSMILES O C SC C H C O NCC O OCc1ccccc1 Cc2ccccc2 CPropertiesChemical formula C 21H 23N O 4SMolar mass 385 48 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesSee also EditRB 101 CandoxatrilReferences Edit a b Le Moual H Roques BP Crine P Boileau G June 1993 Substitution of potential metal coordinating amino acid residues in the zinc binding site of endopeptidase 24 11 FEBS Lett 324 2 196 200 doi 10 1016 0014 5793 93 81392 D PMID 8099556 Malfroy B Schofield PR Kuang WJ Seeburg PH Mason AJ Henzel WJ April 1987 Molecular cloning and amino acid sequence of rat enkephalinase Biochemical and Biophysical Research Communications 144 1 59 66 doi 10 1016 S0006 291X 87 80475 8 PMID 3555489 a b c Turner AJ Isaac RE Coates D March 2001 The neprilysin NEP family of zinc metalloendopeptidases Genomics and function BioEssays 23 3 261 9 doi 10 1002 1521 1878 200103 23 3 lt 261 AID BIES1036 gt 3 0 CO 2 K PMID 11223883 Rudner DZ Fawcett P Losick R December 1999 A family of membrane embedded metalloproteases involved in regulated proteolysis of membrane associated transcription factors Proc Natl Acad Sci USA 96 26 14765 14770 doi 10 1073 pnas 96 26 14765 PMC 24722 PMID 10611287 S L Roderick M C Fournie Zaluski B P Roques B W Matthews February 1989 Thiorphan and retro thiorphan display equivalent interactions when bound to crystalline thermolysin Biochemistry 28 4 1493 7 doi 10 1021 bi00430a011 PMID 2719912 Retrieved from https en wikipedia org w index php title Ecadotril amp oldid 1040966169, wikipedia, wiki, book, books, library,

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