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Mycobacillin

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This is an old revision of this page, as edited by Baoilleach (talk | contribs) at 16:15, 15 July 2016 (Corrected the SMILES (both Glu's are gammaGlu linkages not regular), and updated the InChI/Key. Removed the StdInChI refs.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Mycobacillin[1][2]
Names
Other names
Cyclo(L-alanyl-D-α-aspartyl-L-prolyl-D-α-aspartyl-D-γ-glutamyl-L-tyrosyl-L-α-aspartyl-L-tyrosyl-L-seryl-D-α-aspartyl-L-leucyl-D-γ-glutamyl-D-α-aspartyl)
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C65H85N13O30/c1-28(2)19-36-55(96)69-34(64(105)106)15-17-47(83)68-39(22-48(84)85)54(95)66-29(3)53(94)76-43(26-52(92)93)63(104)78-18-4-5-45(78)62(103)75-42(25-51(90)91)58(99)70-35(65(107)108)14-16-46(82)67-37(20-30-6-10-32(80)11-7-30)56(97)73-40(23-49(86)87)60(101)72-38(21-31-8-12-33(81)13-9-31)57(98)77-44(27-79)61(102)74-41(24-50(88)89)59(100)71-36/h6-13,28-29,34-45,79-81H,4-5,14-27H2,1-3H3,(H,66,95)(H,67,82)(H,68,83)(H,69,96)(H,70,99)(H,71,100)(H,72,101)(H,73,97)(H,74,102)(H,75,103)(H,76,94)(H,77,98)(H,84,85)(H,86,87)(H,88,89)(H,90,91)(H,92,93)(H,105,106)(H,107,108)/t29-,34+,35+,36-,37-,38-,39+,40-,41+,42+,43+,44-,45-/m0/s1
    Key: MGMBOQJARKXIAL-LCLLRQAKSA-N
  • N1[C@@H](C)C(=O)N[C@H](CC(O)=O)C(=O)N2[C@H](C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CCC(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)N[C@@H](CO)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(=O)N[C@H](CC(O)=O)C1=O)C(=O)O)C(=O)O)CCC2
Properties
C65H85N13O30
Molar mass 1528.44 g/mol
Melting point 235 to 240 °C (455 to 464 °F; 508 to 513 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mycobacillin is an antifungal cyclic peptide. It was first isolated in 1958 from the bacteria Bacillus subtilis.[3]

References

  1. ^ Banerjee, A. B.; Bose, S. K. (1963). "Amino acid configuration of mycobacillin". Nature. 200 (4905): 471. doi:10.1038/200471a0.
  2. ^ Merck Index, 11th Edition, 6234.
  3. ^ Majumdar, S. K.; Bose, S. K. (1958). "Mycobacillin, a new antifungal antibiotic produced by Bacillus subtilis". Nature. 181 (4602): 134–5. doi:10.1038/181134a0. PMID 13493627.