ramoplanin A2

Modify Date: 2024-01-04 13:16:01

ramoplanin A2 Structure
ramoplanin A2 structure
Common Name ramoplanin A2
CAS Number 76168-82-6 Molecular Weight 2554.066
Density 1.5±0.1 g/cm3 Boiling Point N/A
Molecular Formula C106H170ClN21O30 Melting Point >218 °C(dec.)
MSDS Chinese USA Flash Point N/A
Symbol GHS05
GHS05
Signal Word Danger

 Use of ramoplanin A2


Ramoplanin is a broad-spectrum lipoglycodepsipeptide antibiotic derived from the Actinoplanes spp with with activity against gram-positive bacteria[1][2].

 Names

Name Ramoplanin
Synonym More Synonyms

 ramoplanin A2 Biological Activity

Description Ramoplanin is a broad-spectrum lipoglycodepsipeptide antibiotic derived from the Actinoplanes spp with with activity against gram-positive bacteria[1][2].
Related Catalog
Target

Bacteria[1]

In Vitro Ramoplanin exerts its bactericidal activity against gram-positive aerobic and anaerobic bacteria by blocking peptidoglycan synthesis via lipid II[1].
In Vivo Ramoplanin (100, 500 μg/ml; p.o.; for 8 days) suppresses vancomycin-resistant Enterococcus (VRE) to undetectable level during treatment[1]. Animal Model: Female CF1 mice (25-30 g)[1] Dosage: 100 μg/ml, 500 μg/ml Administration: Oral administration; for 8 days Result: Developed undetectable levels of VRE in stool during treatment.
References

[1]. Stiefel U, et al. Efficacy of oral ramoplanin for inhibition of intestinal colonization by vancomycin-resistant enterococci in mice. Antimicrob Agents Chemother. 2004 Jun;48(6):2144-8.

[2]. Cheng M, et al. Ramoplanin at bactericidal concentrations induces bacterial membrane depolarization in Staphylococcus aureus. Antimicrob Agents Chemother. 2014 Nov;58(11):6819-27.

 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
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

 Articles31

More 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...

 Synonyms

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