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CAS No 113-73-5 , Gramicidin S

  • Name: Gramicidin S
  • Synonyms: Gramicidina S [INN-Spanish]; Gramicin S-A; Gramicin S 1; Gramacidine S [INN-French]; Gramicidin C;Gramicidin S; Gramicidinum S [INN-Latin];
  • CAS Registry Number:
  • Flash Point: 797.4°C
  • Boiling Point: 1394.8°Cat760mmHg
  • Density: 1.24g/cm3
  • Refractive index: 1.595
  • Flash Point: 797.4°C
  • Molecular Weight: 1141.44688
  • InchiKey: IUAYMJGZBVDSGL-XNNAEKOYSA-N
  • InChI: InChI=1S/C60H92N12O10/c1-35(2)31-43-53(75)67-45(33-39-19-11-9-12-20-39)
    59(81)71-29-17-25-47(71)55(77)70-50(38(7)8)58(80)64-42(24-16-28-62)52
    (74)66-44(32-36(3)4)54(76)68-46(34-40-21-13-10-14-22-40)60(82)72-30-18-
    26-48(72)56(78)69-49(37(5)6)57(79)63-41(23-15-27-61)51(73)65-43/h9-14,
    19-22,35-38,41-50H,15-18,23-34,61-62H2,1-8H3,(H,63,79)(H,64,80)(H,65,
    73)(H,66,74)(H,67,75)(H,68,76)(H,69,78)(H,70,77)/t41-,42-,43-,44-,45+,
    46+,47-,48-,49-,50-/m0/s1
  • Molecular Formula: C60H92N12O10
  • Molecular Structure:CAS No:113-73-5 Gramicidin S

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113-73-5 Gramicidin S

  • Gramicidin S, Min 99%
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113-73-5 GRAMICIDIN C

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References of Gramicidin S
Title: Gramicidin S
CAS Registry Number: 113-73-5
Synonyms: Gramicidin S (Soviet); gramicidin C (Soviet)
Molecular Formula: C60H92N12O10
Molecular Weight: 1141.45
Percent Composition: C 63.13%, H 8.12%, N 14.73%, O 14.02%
Literature References: Cyclic decapeptide antibiotic produced by a strain of Bacillus brevis. Isoln: Gause et al., Compt. Rend. Acad. Sci. USSR 43, 217 (1944), C.A. 39, 1195 (1945); Gause, Brazhnikova, Lancet 247, 715 (1944). More closely related to tyrocidines in biological and chemical properties than to true gramicidins, q.q.v. Structure: Synge, Biochem. J. 39, 363 (1945); Consden et al., ibid. 40, xliii (1946); 41, 596 (1947); Battersby, Craig, J. Am. Chem. Soc. 73, 1887 (1951); Erlanger, Goode, Nature 174, 840 (1954). Synthesis and absorption spectrum: Schwyzer, Sieber, Helv. Chim. Acta 40, 624 (1957); Waki, Izuniya, Bull. Chem. Soc. Jpn. 40, 1687 (1967). Solid phase synthesis: Losse, Neubert, Tetrahedron Lett. 1970, 1267; M. Ohno et al., J. Am. Chem. Soc. 93, 5251 (1971). Improved synthesis via a linear pentapeptide: Y. Minematsu et al., Tetrahedron Lett. 1980, 2179; via a linear decapeptide: T. Mukaiyama et al., Chem. Lett. 1981, 1367. Industrial procedure: GB 836725 (1960 to Ciba). Review: Y. A. Ovchinnikov, V. T. Ivanov, "The Cyclic Peptides: Structure, Conformation, and Function" in The Proteins vol. V, H. Neurath, R. L. Hill, Eds. (Academic Press, New York, 3rd ed., 1982) pp 547-555.
 
Derivative Type: Hydrochloride
Molecular Formula: C60H92N12O10.2HCl
Molecular Weight: 1214.37
Percent Composition: C 59.34%, H 7.80%, N 13.84%, O 13.18%, Cl 5.84%
Properties: Prisms from ethanol + aq HCl, dec 277-278°. [a]D24 -289° (c = 0.43 in 70% ethanol). Freely sol in alcohol; slightly sol in acetone. Practically insol in water, acids, alkalies. LD50 i.p. in rats: 17 mg/kg (Gause, Brazhnikova).
Optical Rotation: [a]D24 -289° (c = 0.43 in 70% ethanol)
Toxicity data: LD50 i.p. in rats: 17 mg/kg (Gause, Brazhnikova)
 
Therap-Cat: Topical antibacterial.
Keywords: Antibacterial (Antibiotics); Polypeptides.