ramoplanin A2

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Names

[ CAS No. ]:
76168-82-6

[ Name ]:
ramoplanin A2

[Synonym ]:
A 16686A
N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-24,42-Bis(3-aminopropyl)-27-benzyl-49-carbamoyl-3-(3-chloro-4-hydroxyphenyl)-18,39-bis[(1R)-1-hydroxyethyl]-30-[(1S)-1-hydroxyethyl ]-15,33,36,45-tetrakis(4-hydroxyphenyl)-9-isobutyl-21-(4-{[2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]oxy}phenyl)-6-methyl-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecaoxo-1-oxa-4,7,1
 0,13,16,19,22,25,28,31,34,37,40,43,46-pentad
L-Aspartamide, N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-49-(aminocarbonyl)-24,42-bis(3-aminopropyl)-3-(3-chloro-4-hydroxyphenyl)-18,39-bis[(1R)-1-hydroxyethyl]-30-[(1S)-1-h ;ydroxyethyl]-15,33,36,45-tetrakis(4-hydroxyphenyl)-21-[4-[(2-O-α-D-mannopyranosyl-α-D-mannopyranosyl)oxy]phenyl]-6-methyl-9-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexade caoxo-27-(phenylmethyl)-1-oxa-4,7,10,13,16,1
ramoplanin A2
A 16686
Antibiotic A 16686

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Melting Point ]:
>218 °C(dec.)

[ Molecular Formula ]:
C106H170ClN21O30

[ Molecular Weight ]:
2554.066

[ Exact Mass ]:
2552.035156

[ LogP ]:
-6.39

[ Index of Refraction ]:
1.689

[ Storage condition ]:
-20°C

Safety Information

[ Symbol ]:

GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H318

[ Precautionary Statements ]:
P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
C

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
VE5050000

Articles

Functional identification of the gene encoding the enzyme involved in mannosylation in ramoplanin biosynthesis in Actinoplanes sp.

Biotechnol. Lett. 35(9) , 1501-8, (2013)

Ramoplanin is a lipopeptide antibiotic active against multi-drug-resistant, Gram-positive pathogens. Structurally, it contains a di-mannose moiety attached to the peptide core at Hpg(11). The biosynth...

Dissecting ramoplanin: mechanistic analysis of synthetic ramoplanin analogues as a guide to the design of improved antibiotics.

J. Am. Chem. Soc. 126(24) , 7462-3, (2004)

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...

Total synthesis and examination of three key analogues of ramoplanin: a lipoglycodepsipeptide with potent antibiotic activity.

J. Am. Chem. Soc. 126(4) , 1041-3, (2004)

The total synthesis and evaluation of three key ramoplanin aglycon analogues are detailed. The first (5a) represents replacement of the labile depsipeptide ester with a stable amide (HAsn2 --> Dap2) w...


More Articles

Related Compounds

  • ramoplanin A2
  • Ramoplanin A 1, 1-[N2-[(2Z,4E)-8-methyl-1-oxo-2,4-nonadien-1-yl]-L-asparagine]
  • (3-(2'-(1-(6-Amino-2-(3-amino-1-((2,3-diamino-3-oxopropyl)amino)-3-oxopropyl)-5-methylpyrimidin-4-yl)-3-((((2R,3S,4S,5S,6S)-3-(((2R,3S,4S,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)t
  • Ephrin-A2-selective YSA-peptide
  • Myxovirescin A2
  • maduropeptin A2
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 2-(4-cyclopropyl-2-thienyl)Pyrrolidine
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • 2-(2,3-Dihydro-1,1,2,2,3,3-hexamethyl-1h-inden-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • tert-Butyl-DL-alanine