GE2270A
Product Code: AG-CN2-0303
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0303-M001 | 1 mg | £90.00 |
Quantity:
| AG-CN2-0303-M005 | 5 mg | £300.00 |
Quantity:
| AG-CN2-0303-M025 | 25 mg | £880.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Antibiotic GE 2270A; MDL 62879
Appearance:
White to off-white powder.
CAS:
134861-34-0
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.Protect from light when in solution.
InChi:
InChI=1S/C56H55N15O10S6/c1-24(2)39-55-70-42(36(87-55)19-80-5)47(77)59-17-38(73)67-43(44(74)26-10-7-6-8-11-26)54-66-34(23-85-54)52-63-31(20-83-52)41-27(50-64-32(21-82-50)46(76)61-29(16-37(72)58-4)53-69-40(25(3)86-53)48(78)68-39)13-14-28(60-41)51-65-33(22-84-51)49-62-30(18-81-49)56(79)71-15-9-12-35(71)45(57)75/h6-8,10-11,13-14,20-24,29-30,35,39,43-44,74H,9,12,15-19H2,1-5H3,(H2,57,75)(H,58,72)(H,59,77)(H,61,76)(H,67,73)(H,68,78)/t29-,30-,35-,39-,43?,44-/m0/s1
InChiKey:
JMDULECOHIXMNX-CORBLQQCSA-N
Long Description:
Chemical. CAS: 134861-34-0. Formula: C56H55N15O10S6. MW: 1290.5. Isolated from Planobispora rosea. Thiopeptide antibiotic. Antibacterial agent by inhibiting bacterial protein synthesis. Active against numerous Gram-positive pathogens, including methicillin-resistant strains of Staphylococcus aureus and vancomycin-resistant Enterococcus spp. Inhibitor of domain II of elongation factor Tu (EF-Tu). Inhibits protein synthesis by blocking the GDP to GTP conformational change and by directly competing with aminoacyl-tRNA for the same binding site on EF-Tu.
MDL:
MFCD00898053
Molecular Formula:
C56H55N15O10S6
Molecular Weight:
1290.5
Other data:
Purity Note: The purity is referred exclusively to the main congener(s), the sample also contains minor related congeners. See: Components of the Ge2270 complex produced by Planobispora rosea ATCC 53773: E. Selva, et al.; J. Antibiot. 48, 1039 (1995)
Package Type:
Vial
Product Description:
Thiopeptide antibiotic. Antibacterial agent by inhibiting bacterial protein synthesis. Active against numerous Gram-positive pathogens, including methicillin-resistant strains of Staphylococcus aureus and vancomycin-resistant Enterococcus spp. Inhibitor of domain II of elongation factor Tu (EF-Tu). Inhibits protein synthesis by blocking the GDP to GTP conformational change and by directly competing with aminoacyl-tRNA for the same binding site on EF-Tu.
Purity:
>95% (HPLC)
SMILES:
O=C1C2=CSC(C3=CC=C(C4=NC(C5=N[C@H](C(N6[C@@H](CCC6)C(N)=O)=O)CO5)=CS4)N=C3C7=CSC(C8=CSC(C(NC(CNC(C9=C(COC)SC([C@H](C(C)C)NC(C%10=C(C)SC([C@@](CC(NC)=O)([H])N1)=N%10)=O)=N9)=O)=O)[C@H](C%11=CC=CC=C%11)O)=N8)=N7)=N2
Solubility Chemicals:
Soluble in DMSO or other organic solvents.
Source / Host:
Isolated from Planobispora rosea.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Antibiotic GE2270 A: a novel inhibitor of bacterial protein synthesis. I. Isolation and characterization: E. Selva, et al.; J. Antibiot. 44, 693 (1991) | Antibiotic GE2270 A: a novel inhibitor of bacterial protein synthesis. II. Structure elucidation: J. Kettenring, et al.; J. Antibiot. 44, 702 (1991) | Probing the reactivity of the GTP- and GDP-bound conformations of elongation factor Tu in complex with the antibiotic GE2270 A: P.H. Anborgh & A. Parmeggiani; J. Biol. Chem. 268, 24622 (1993) | In vitro Antimicrobial Activity of the Thiazolyl Peptide Antibiotic MDL 62,879 (GE2270 A): M.T. Kenny, et al.; Chemotherapy 43, 254 (1997) | Structure of an EF-Tu Complex with a Thiazolyl Peptide Antibiotic Determined at 2.35 ? Resolution: Atomic Basis for GE2270A Inhibition of EF-Tu: S.E. Heffron & F. Jurnak; Biochemistry 39, 37 (2000) | Structural basis of the action of pulvomycin and GE2270 A on elongation factor Tu: A. Parmeggiani, et al.; Biochemistry 45, 6846 (2006) | Thiazolyl peptide antibiotic biosynthesis: a cascade of post-translational modifications on ribosomal nascent proteins: C.T. Walsh, et al.; J. Biol. Chem. 285, 27525 (2010) | Elfamycins: inhibitors of elongation factor-Tu: S.M. Prezioso, et al.; Mol. Microbiol. 106, 22 (2017) (Review)
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