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Merck
CN

R1781

雷莫拉宁

别名:

A 16686, Antibiotic A 16686

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关于此项目

化学文摘社编号:
76168-82-6
UNSPSC Code:
51102829
NACRES:
NA.85
MDL number:
MFCD01775776

主要文件

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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

InChI key

FSBZBQUUCNYWOK-YIOPJBSBSA-N

assay

≥75% (as ramoplanin A2)

form

powder

solubility

H2O: soluble 10 mg/mL

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell wall synthesis | interferes

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

相关类别

General description

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 Actions

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.

Other Notes

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

存储类别

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000167350
0000167350
0000124303
SLCB2121
SLBV1752

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Letal I Salzberg et al.
Journal of bacteriology, 193(20), 5793-5801 (2011-08-23)
The transglycosylation step of cell wall synthesis is a prime antibiotic target because it is essential and specific to bacteria. Two antibiotics, ramoplanin and moenomycin, target this step by binding to the substrate lipid II and the transglycosylase enzyme, respectively.
Matthew F Ewles et al.
Biomedical chromatography : BMC, 25(9), 995-1002 (2010-12-15)
A method has been developed and validated for the quantification of ramoplanin, a 2554 Da peptide antibiotic, in human dried blood spots using high-performance liquid chromatography with tandem mass spectrometric detection. The validation data meet FDA acceptance criteria for bioanalytical assays
Herman Goossens et al.
The Journal of antimicrobial chemotherapy, 51 Suppl 3, iii5-ii12 (2003-06-13)
A survey in eight European countries, including 13 hospitals, of vancomycin-resistant enterococci (VRE) in at-risk hospital wards (such as the ICU and the haematology ward) was performed in 2001, and the in vitro susceptibility of the isolates ramoplanin and other
Chemistry and biology of ramoplanin: a lipoglycodepsipeptide with potent antibiotic activity.
Suzanne Walker et al.
Chemical reviews, 105(2), 449-476 (2005-02-11)
Françoise Van Bambeke
Current opinion in investigational drugs (London, England : 2000), 7(8), 740-749 (2006-09-08)
Hemi-synthetic derivatives of glycopeptides have demonstrated bactericidal activity towards Gram-positive bacteria, including vancomycin-resistant strains (oritavancin and telavancin), and a prolonged half-life, allowing for once-daily (oritavancin and telavancin) or once-weekly (dalbavancin) administration. These compounds have proved effective for the treatment of
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