AdipoGen Life Sciences

GE81112 A/B

CHF 110.00

In stock

AG-CN2-0306-M0011 mgCHF 110.00

AG-CN2-0306-M0055 mgCHF 380.00

AG-CN2-0306-M02525 mgCHF 1'140.00

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Product Details
Synonyms	Antibiotic GE81112A/Antibiotic GE81112B Mixture
Product Type	Chemical
Properties
Formula	C₂₄H₃₄ClN₉O₁₀[A] C₂₄H₃₅ClN₁₀O₁₀[B]
MW	644.0 [A] 659.1 [B]
CAS	883726-13-4 [GE81112A] 883726-14-5 [GE81112B]
Source/Host Chemicals	Isolated from Streptomyces sp.
Purity Chemicals	≥90% (HPLC, for A/B)
Appearance	White to off-white powder.
Solubility	Soluble in DMSO or water.
Identity	Determined by ¹H-NMR and MS.
Declaration	Manufactured by Naicons Srl.
Other Product Data	Purity Note:The purity is referred exclusively to the main congener(s), the sample also contains minor related congeners. See: Novel tetrapeptide inhibitors of bacterial protein synthesis produced by a Streptomyces sp: L. Brandi, et al.; Biochemistry 45, 3692 (2006)
InChi Key	R=H: MPRVLYUMDIXCGD-XYYQMEIKSA-N R=NH2: UFNFLYFKIYFJJJ-WJAIJCGZSA-N
Smiles	R=H: O[C@H](C1=CN=C(Cl)N1)[C@@H](C(O)=O)NC([C@@H](NC([C@H](C[C@H](O)COC(N)=O)NC([C@@H]2[C@@H](CCCN2)O)=O)=O)CC3=CN=C([H])N3)=O R=NH2: O[C@H](C1=CN=C(Cl)N1)[C@@H](C(O)=O)NC([C@@H](NC([C@H](C[C@H](O)COC(N)=O)NC([C@@H]2[C@@H](CCCN2)O)=O)=O)CC3=CN=C(N)N3)=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from light. Protect from light when in solution.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Tetrapeptide antibiotic.
Potent and selective inhibitor of bacterial protein synthesis. Translational inhibitor specific for the initiation phase. Binds to the 30S ribosomal subunit and specifically inhibits P-site decoding of the mRNA initiation codon by the fMet-tRNA anticodon.
Inhibits in vivo protein synthesis but not other cell functions such as DNA duplication, transcription and cell wall synthesis.
Antibacterial activity against some Gram-positive and Gram-negative bacteria.
Unique scaffold for designing new drugs.

Product References

Specific, efficient, and selective inhibition of prokaryotic translation initiation by a novel peptide antibiotic: L. Brandi, et al.; PNAS 103, 39 (2006)
Novel tetrapeptide inhibitors of bacterial protein synthesis produced by a Streptomyces sp: L. Brandi, et al.; Biochemistry 45, 3692 (2006)
Inhibition of translation initiation complex formation by GE81112 unravels a 16S rRNA structural switch involved in P-site decoding: A. Fabbretti, et al.; PNAS 113, E2286 (2016)
The Oligopeptide Permease Opp Mediates Illicit Transport of the Bacterial P-site Decoding Inhibitor GE81112: A. Maio, et al.; Antibiotics 24, 5 (2016)
Structure of a 30S pre-initiation complex stalled by GE81112 reveals structural parallels in bacterial and eukaryotic protein synthesis initiation pathways: J.P. Lopez-Alonso, et al.; Nucleic Acids Res. 45, 2179 (2017)
Total synthesis and structural revision of the antibiotic tetrapeptide GE81112A: G. Jurjens, et al.; Angew. Chem. Int. Ed. 57, 20157(2018)

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