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VIRGINIAMYCIN M1

Product Name
VIRGINIAMYCIN M1
CAS No.
21411-53-0
Chemical Name
VIRGINIAMYCIN M1
Synonyms
Streptogramin A;C11299;PA 114A;Factor M;NSC 87432;NSC 244426;MIKAMYCIN A;Vernamycin A;STAPHYLOMYCIN;AVirginiaMyci
CBNumber
CB3294594
Molecular Formula
C28H35N3O7
Formula Weight
525.59
MOL File
21411-53-0.mol
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VIRGINIAMYCIN M1 Property

Melting point:
165-167℃
alpha 
D20 -218° ( c = 0.34 in ethanol)
Boiling point:
825.2±65.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
chloroform/methanol: soluble10mg/mL
form 
powder
pka
13.18±0.70(Predicted)
color 
yellow to tan
Stability:
Light Sensitive
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Safety

WGK Germany 
3
HS Code 
29419090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V2753
Product name
Virginiamycin M1
Purity
~95%
Packaging
5mg
Price
$459.2
Updated
2024/03/01
Sigma-Aldrich
Product number
V2753
Product name
Virginiamycin M1
Purity
~95%
Packaging
10mg
Price
$1030
Updated
2024/03/01
Cayman Chemical
Product number
9002172
Product name
Virginiamycin M1
Purity
≥95%
Packaging
5mg
Price
$347
Updated
2024/03/01
Cayman Chemical
Product number
9002172
Product name
Virginiamycin M1
Purity
≥95%
Packaging
25mg
Price
$1210
Updated
2024/03/01
TRC
Product number
V673810
Product name
VirginiamycinM1(~90%)
Packaging
100mg
Price
$1450
Updated
2021/12/16
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VIRGINIAMYCIN M1 Chemical Properties,Usage,Production

Chemical Properties

Light yellow powder

Uses

Macrolactone antibiotic. Antibacterial; growth promotant.

Uses

Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

Uses

Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginiamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

Definition

ChEBI: A macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms includ ng methicillin-resistant Staphylococcus aureus.

Biological Activity

virginiamycin m1 is a macrolide antibiotic that reversibly inhibits protein synthesis [1][2][3].virginiamycin complex contains two antibiotics, virginiamycin m1 and virginiamycin s1. streptogramins are divided into class a and class b based on their structures. virginiamycin m1, also known as streptogramin a, is a member of the streptogramin a group of antibiotics, which bind the 50s ribosomal subunit at the peptidyl transferase center to inhibit initiation and translocation. they show good bactericidal activity against methicillin-resistant s. aureus (mrsa), although resistance in mrsa is conferred by the cfr gene. virginiamycin m1 has activity against gram-positive and in select cases gram-negative bacteria. combination of group a and b streptogramins exhibit bactericidal activity [1]. virginiamycin m1 acted synergistically with virginiamycin s1 to irreversibly inhibit protein synthesis in bacteria. in cell-free systems, virginiamycin m1 and virginiamycin s1 bound to the large ribosomal subunit, and the affinity of ribosomes for vs is increased by vm [2][3].

Contact allergens

Pristinamycin is a systemic antibiotic of the synergistins/ streptogramins class, composed of two subunits: pristinamycin IA and pristinamycin IIA. It induces several types of drug reactions such as maculo-papular exanthema, systemic dermatitis, or acute generalized exanthematous pustulosis. Some patients have been previously skin-sensitized by virginiamycin. Crossreactivity is expected to virginiamycin and to the associated dalfopristin and quinupristin.

Contact allergens

Like the other streptogramin, pristinamycin, virginiamycin is made of two subunits, virginiamycin S1 and virginiamycin M1. Dermatitis was quite common in people using the formerly available topical virginiamycin. Occupational dermatitis was observed in the pharmaceutical industry, in breeders, and in a surgeon who used topical virginiamycin on postoperative wounds (personal observation).

References

[1]. fair rj, tor y. antibiotics and bacterial resistance in the 21st century. perspect medicin chem. 2014 aug 28;6:25-64.
[2]. kehrenberg c, cuny c, strommenger b, et al. methicillin-resistant and -susceptible staphylococcus aureus strains of clonal lineages st398 and st9 from swine carry the multidrug resistance gene cfr. antimicrob agents chemother. 2009 feb;53(2):779-81.
[3]. parfait r, cocito c. lasting damage to bacterial ribosomes by reversibly bound virginiamycin m. proc natl acad sci u s a. 1980 sep;77(9):5492-6.

VIRGINIAMYCIN M1 Preparation Products And Raw materials

Raw materials

Preparation Products

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VIRGINIAMYCIN M1 Suppliers

Discovery Fine Chemicals
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Europe
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View Lastest Price from VIRGINIAMYCIN M1 manufacturers

Career Henan Chemical Co
Product
VIRGINIAMYCIN M1 21411-53-0
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

21411-53-0, VIRGINIAMYCIN M1Related Search:


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