Home > Name List By a > Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethe...

CAS No 58798-97-3 , Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7®

  • Name: Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7®
  • Synonyms: 1)-lactam (9CI);Alaninamide,threonyl-2-(1-amino-1-propenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-hydroxyvalyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7® Berninamycin A;Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7®1)-lactam;
  • CAS Registry Number:
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.52g/cm3
  • Refractive index: 1.679
  • Flash Point: °C
  • Molecular Weight: 0
  • InChI: InChI=1/C51H51N15O15S/c1-13-28-49-65-34(26(10)81-49)45(76)56-21(5)40(71)66-36(51(11,12)78)46(77)58-23(7)48-64-33(25(9)80-48)44(75)55-20(4)39(70)57-22(6)47-61-30(16-79-47)35-27(50-62-31(17-82-50)42(73)63-32(24(8)67)43(74)60-28)14-15-29(59-35)41(72)54-19(3)38(69)53-18(2)37(52)68/h13-17,24,32,36,67,78H,2-7H2,1,8-12H3,(H2,52,68)(H,53,69)(H,54,72)(H,55,75)(H,56,76)(H,57,70)(H,58,77)(H,60,74)(H,63,73)(H,66,71)/b28-13-
  • Molecular Formula: C51H51 N15 O15 S
  • Molecular Structure:CAS No:58798-97-3 Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7®

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58798-97-3 BERNINAMYCIN A

  • Germany Cfm Oskar Tropitzsch [Manufacturer]
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58798-97-3 SC-202077 BERNINAMYCIN A

  • United States Santa Cruz Biotechnology, Inc. [Manufacturer]
  • Tel: 831-457-3800/ 800-457-3801
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  • Address: Santa Cruz Biotechnology, Inc.
    2145 Delaware Ave.
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References of Alaninamide,threonyl-2-(1-amino-1-propen-1-yl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methylthreonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(7®
Title: Berninamycin
CAS Registry Number: 58798-97-3
CAS Name: Berninamycin A
Molecular Formula: C51H51N15O15S
Molecular Weight: 1146.11
Percent Composition: C 53.45%, H 4.49%, N 18.33%, O 20.94%, S 2.80%
Literature References: Major component of cyclic peptide antibiotic complex also containing minor component Berninamycin B (C51H51N15O14S). Isoln from Streptomyces bernesis Dietz: M. E. Bergy et al., US 3689639 (1972). Inhibition of protein synthesis: F. Reusser, Biochemistry 8, 3303 (1969); J. Thompson et al., J. Gen. Microbiol. 128, 875 (1982). Structural studies and characterization of degradation product berninamycinic acid, a novel sulfur containing moiety: J. M. Liesch et al., J. Am. Chem. Soc. 98, 299 (1976); J. M. Liesch et al., ibid. 8237; J. M. Liesch, K. L. Rinehart, Jr., ibid. 99, 1645 (1977). Revised structure: H. Abe et al., Tetrahedron Lett. 29, 1401 (1988). Confirmation of structures: R. C. M. Lau, K. L. Rinehart, J. Antibiot. 47, 1466 (1994). Biosynthetic study: C. J. Pearce, K. L. Rinehart, Jr., J. Am. Chem. Soc. 101, 5069 (1979). Use as growth permittant: R. M. Pellegrino, EP 112233 (1984 to Merck & Co.). Synthesis of berninamycinic acid: T. R. Kelly et al., Tetrahedron Lett. 25, 2127 (1984).
Properties: White crystals, mp >290°. Sol in DMF, methanol, ethanol, propanol, butanol. Relatively insol in water, ether, cyclohexane, benzene, acetone, ethyl acetate. uv max (methanol): 208, 236 nm (A = 62.4, 64.4).
Melting point: mp >290°
Absorption maximum: uv max (methanol): 208, 236 nm (A = 62.4, 64.4)
 
Derivative Type: Berninamycinic acid
Molecular Formula: C12H6N2O5S
Molecular Weight: 290.25
Percent Composition: C 49.66%, H 2.08%, N 9.65%, O 27.56%, S 11.05%
Properties: Golden needles, mp 210° (dec). pKa 5.8. Insol in water. uv max (0.01N HCl): 228, 272 nm (e 13500, 13500); uv max (0.01N NaOH): 232, 294 nm (e 9500, 13000).
Melting point: mp 210° (dec)
pKa: pKa 5.8
Absorption maximum: uv max (0.01N HCl): 228, 272 nm (e 13500, 13500); uv max (0.01N NaOH): 232, 294 nm (e 9500, 13000)
 
NOTE: The characteristics of berninamycin are similar to those previously reported in the literature for theiomycetin: M. Shibata, Takeda Kenkyusho Nempo 18, 44 (1959), C.A. 54, 19840c (1960).