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Wichtige Dokumente

R1781

Sigma-Aldrich

Ramoplanin

Synonym(e):

A 16686, Antibiotic A 16686

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About This Item

CAS-Nummer:
76168-82-6
MDL-Nummer:
MFCD01775776
UNSPSC-Code:
51102829
NACRES:
NA.85

Assay

≥75% (as ramoplanin A2)

Qualitätsniveau

200

Form

powder

Löslichkeit

H2O: soluble 10 mg/mL

Wirkungsspektrum von Antibiotika

Gram-positive bacteria

Wirkungsweise

cell wall synthesis | interferes

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

ClC1C(CCC(C1)C(NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)C(NC(=O)[C@@H](NC(=O)C(NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)C(NC(=O)[C@@H](NC(=O)\C=C/C=C\CCC)CC(=O)N)CC(=O)N)C7CCC(CC7)O)CCCN)[C@@H](O

InChI

1S/C106H170ClN21O30/c1-8-9-10-11-15-22-80(140)114-75(50-78(110)138)96(147)118-76(51-79(111)139)97(148)124-86(60-25-36-66(133)37-26-60)102(153)117-72(21-17-46-109)92(143)120-83(56(6)130)100(151)126-89(63-31-42-69(136)43-32-63)105(156)127-88(62-29-40-68(135)41-30-62)104(155)121-82(55(5)129)99(150)119-74(48-58-18-13-12-14-19-58)95(146)116-71(20-16-45-108)93(144)123-87(61-27-38-67(134)39-28-61)103(154)122-84(57(7)131)101(152)125-85(59-23-34-65(132)35-24-59)98(149)112-52-81(141)115-73(47-53(2)3)94(145)113-54(4)91(142)128-90(106(157)158)64-33-44-77(137)70(107)49-64/h10-15,18-19,22,53-57,59-77,82-90,129-137H,8-9,16-17,20-21,23-52,108-109H2,1-7H3,(H2,110,138)(H2,111,139)(H,112,149)(H,113,145)(H,114,140)(H,115,141)(H,116,146)(H,117,153)(H,118,147)(H,119,150)(H,120,143)(H,121,155)(H,122,154)(H,123,144)(H,124,148)(H,125,152)(H,126,151)(H,127,156)(H,128,142)(H,157,158)/b11-10-,22-15-/t54-,55+,56+,57+,59?,60?,61?,62?,63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73+,74+,75+,76?,77?,82+,83-,84+,85?,86-,87?,88-,89-,90?/m1/s1

InChIKey

FSBZBQUUCNYWOK-YIOPJBSBSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Chemical structure: glycopeptide
Ramoplanin is a glycolipodepsipeptide antibiotic produced by Actinoplanes sp. It is a complex of structurally related molcules, with ramoplanin A2 as the primary component. It is used for in vitro susceptibility testing and to study antibiotic-resistant enterococci.

Biochem./physiol. Wirkung

Ramoplatin is an antimicrobial which is effective against Gram-positive bacteria, including vancomycin-resistant enterococci. It acts by inhibiting bacterial cell wall synthesis, although its mechanism of action is different from that of glycopeptide-based synthesis inhibitors.

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H318

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

nwg

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000167350
SLCB2121
SLBV1752
SLBR1771V
SLBN9704V

Die passende Version wird nicht angezeigt?

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Ashwin Balagopal et al.
Current opinion in pharmacology, 7(5), 455-458 (2007-07-24)
Clostridium difficile disease is the major, known cause of nosocomial diarrhea and is an emerging cause of community-associated diarrhea. Recent outbreaks due to a strain of apparent increased virulence, BI/NAP1, and recognition of increasing metronidazole treatment failures as well as
Xiao Fang et al.
Bioorganic & medicinal chemistry letters, 19(21), 6189-6191 (2009-09-29)
Ramoplanin is a potent lipoglycodepsipeptide antibiotic that is active against a wide range of Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant enterococcus (VRE). It acts as an inhibitor of peptidoglycan (PG) biosynthesis that disrupts glycan chain polymerization by
Romeo Ciabatti et al.
Journal of medicinal chemistry, 50(13), 3077-3085 (2007-06-05)
Ramoplanin is a glycolipodepsipeptide antibiotic active against Gram-positive bacteria including vancomycin-resistant enterococci. Ramoplanin inhibits bacterial cell wall biosynthesis by a mechanism different from that of glycopeptides and hence does not show cross-resistance with these antibiotics. The systemic use of ramoplanin
Lan Chen et al.
Journal of the American Chemical Society, 126(24), 7462-7463 (2004-06-17)
Ramoplanin is a potent cyclic lipoglycodepsipeptide antibiotic that disrupts bacterial cell wall synthesis by binding to the peptidoglycan intermediate Lipid II and blocking its polymerization to form the carbohydrate chains of peptidoglycan. Although ramoplanin is a promising compound for certain
James B Hamburger et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(33), 13759-13764 (2009-08-12)
The glycodepsipeptide antibiotic ramoplanin A2 is in late stage clinical development for the treatment of infections from Gram-positive pathogens, especially those that are resistant to first line antibiotics such as vancomycin. Ramoplanin A2 achieves its antibacterial effects by interfering with
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