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Amphomycin

CAS: 1402-82-0 Formula: C58H91N13O20 MW: 1290.4 Appearance: Off-white to fawn solid Purity: >95% by HPLC
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A-2597 1 mg
$234.26
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5 mg
$819.41
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*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.

Additional Information

Synonyms Glumamycin, Amfomycin, A1437E
Product # 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
Formula C58H91N13O20
MW 1290.4
Appearance Off-white to fawn solid
Purity >95% by HPLC
Boiling Point 1627.1±65.0 °C at 760 mmHg
Therapeutic Area Infectious Diseases
Use Amphomycin is active against Gram positive bacteria

Additional Information

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

Additional Information

Additional Information

Certificate of Analysis 1 A-2597, F1265.pdf

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Additional Information

Amphomycin

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