Amphomycin

SKU
A-2597
  • CAS:1402-82-0
  • Formula:C58H91N13O20
  • MW:1290.4
  • Appearance:Off-white to fawn solid
  • Purity:>95% by HPLC
Product Name Qty
Amphomycin
5 mg
$904.42
Amphomycin
1 mg
$258.56
*Please inquire the availability for this product. Amphomycin is a lipopeptide antibiotic produced by Streptomycetes and Actinoplanes, initially reported by researchers at Bristol-Myers in 1953 from Streptomyces canus. Amphomycin was marketed as a complex of closely related analogues in the 1950s and 1960s. Structure elucidation was not completed until 2000. Amphomycin is active against Gram positive bacteria, inhibiting peptidoglycan synthesis and blocking cell wall development. Amphomycin is closely related to a number of “lost” antibiotics, aspartocin, crystallomycin, glumamycin, friulimicin, laspartocin, tsushimycin and zaomycin. Interest in amphomycin was re-awakened with the discovery of friulimicin activity against antibiotic resistant strains.
More Information
Alternate Name/Synonyms
Glumamycin, Amfomycin, A1437E
SKU
A-2597
CAS #
1402-82-0
Chemical Name
N-(10-METHYL-3-DODECENOYL)-A-ASPARTYL-3-METHYL-A-ASPARTYL-A-ASPARTYLGLYCYL-A-ASPARTYL-N-(3-AMINO-1-([1-(2-([1-(6,9-DIOXOOCTAHYDRO-2H-PYRIDO[1,2-A]PYRAZIN-7-YL)ETHYL]CARBAMOYL)-1-PYRROL IDINYL)-3-METHYL-1-OXO-2-BUTANYL]AMINO)-1-OXO-2-BUTANYL)GLYCINAMIDE
Chemical Formula
C58H91N13O20
Molecular Weight
1290.4
Appearance
Off-white to fawn solid
Purity
>95% by HPLC
THERAPEUTIC AREA
Infectious Diseases
USE
Amphomycin is active against Gram positive bacteria
MDL NUMBER
MFCD00864954
INCHI
InChI=1S/C58H91N13O20/c1-8-30(4)16-13-11-9-10-12-14-18-41(73)64-37(25-46(80)81)52(84)69-48(31(5)58(90)91)54(86)66-36(24-45(78)79)51(83)61-27-42(74)65-35(23-44(76)77)50(82)62-28-43(75)67-49(32(6)59)55(87)68-47(29(2)3)57(89)70-20-15-17-38(70)53(85)63-33(7)34-22-40(72)39-26-60-19-21-71(39)56(34)88/h12,14,29-39,47-49,60H,8-11,13,15-28,59H2,1-7H3,(H,61,83)(H,62,82)(H,63,85)(H,64,73)(H,65,74)(H,66,86)(H,67,75)(H,68,87)(H,69,84)(H,76,77)(H,78,79)(H,80,81)(H,90,91)/b14-12+
SMILES
CCC(C)CCCCC/C=C/CC(=O)NC(CC(=O)O)C(=O)NC(C(C)C(=O)O)C(=O)NC(CC(=O)O)C(=O)NCC(=O)NC(CC(=O)O)C(=O)NCC(=O)NC(C(C)N)C(=O)NC(C(C)C)C(=O)N1CCCC1C(=O)NC(C)C2CC(=O)C3CNCCN3C2=O
Peptide sequence
N-(10-METHYL-3-DODECENOYL)-A-ASPARTYL-3-METHYL-A-ASPARTYL-A-ASPARTYLGLYCYL-A-ASPARTYL-N-(3-AMINO-1-([1-(2-([1-(6,9-DIOXOOCTAHYDRO-2H-PYRIDO[1,2-A]PYRAZIN-7-YL)ETHYL]CARBAMOYL)-1-PYRROL IDINYL)-3-METHYL-1-OXO-2-BUTANYL]AMINO)-1-OXO-2-BUTANYL)GLYCINAMIDE
Cat. #
MST-A1601
Certificate of Analysis 1
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