Aurodox
Product Code: AG-CN2-0133
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0133-M001 | 1 mg | £160.00 |
Quantity:
| AG-CN2-0133-MM25 | 2.5 mg | £330.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
1-Methylmocimycin; Antibiotic X 5108; Goldinodox; Goldinomycin; NSC 233989
Appearance:
Yellow solid.
CAS:
12704-90-4
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H302, H312, H332
InChi:
InChI=1S/C44H62N2O12/c1-10-12-14-22-32-43(6,7)39(51)40(52)44(55,58-32)29(11-2)41(53)45-24-18-17-20-27(4)37(56-9)28(5)38-36(50)35(49)31(57-38)21-16-13-15-19-26(3)34(48)33-30(47)23-25-46(8)42(33)54/h10,12-23,25,28-29,31-32,35-40,47,49-52,55H,11,24H2,1-9H3,(H,45,53)/b12-10-,15-13+,18-17+,21-16+,22-14+,26-19+,27-20+/t28-,29-,31-,32+,35+,36+,37-,38+,39+,40-,44-/m1/s1
InChiKey:
NTAHMPNXQOYXSX-WKSONYIQSA-N
Long Description:
Chemical. CAS: 12704-90-4. Formula: C44H62N2O12. MW: 811. Isolated from Streptomyces sp. K06-0806. Antibiotic Protein biosynthesis inhibitor by binding to elongation factor Tu (EF-Tu). Type 3 secretion system (T3SS) inhibitor. Growth promotor in poultry.
MDL:
MFCD01939750
Molecular Formula:
C44H62N2O12
Molecular Weight:
811
Package Type:
Vial
Precautions:
P261, P301, P312, P302, P352, P304, P340
Product Description:
Antibiotic [2,3] Protein biosynthesis inhibitor by binding to elongation factor Tu (EF-Tu) [4-7]. Type 3 secretion system (T3SS) inhibitor [8]. Growth promotor in poultry [1].
Purity:
>95% (HPLC)
Signal word:
Warning
SMILES:
[H][C@@]1(O[C@@]([H])([C@H](C)[C@H](OC)C(C)=CC=CCNC(=O)[C@@H](CC)[C@@]2(O)O[C@@]([H])(C=CC=C/C)C(C)(C)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1O)C=CC=CC=C(/C)C(=O)C1=C(O)C=CN(C)C1=O
Solubility Chemicals:
Soluble in methanol or chloroform. Insoluble in water.
Source / Host:
Isolated from Streptomyces sp. K06-0806.
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
A New Antibiotic, X-5108, for Improved Growth and Feed Conversion in Poultry: W.L. Marusich, et al.; Poult. Sci. 53, 936 (1974) | Feedback inhibition of the synthesis of an antibiotic: aurodox (X-5108): C. Liu, et al.; J. Antibiot. 30, 244 (1977) | Increased production of the antibiotic aurodox (X-5108) by aurodox-resistant mutants: J. Unowsky & D.C. Hoppe; J. Antibiot. 31, 662 (1978) | Stimulation of Escherichia coli elongation factor Tu-dependent GTP hydrolysis by aminoacyl oligonucleotides in the presence of aurodox: P. Bhuta & S. Chladek; FEBS Lett. 122, 113 (1980) | Synthetic analogs of aurodox and kirromycin active on elongation factor Tu from Escherichia coli: G. Chinali; J. Antibiot. 34, 1039 (1981) | Effects of nucleotide- and aurodox-induced changes in elongation factor Tu conformation upon its interactions with aminoacyl transfer RNA. A fluorescence study: V.A. Dell, et al.; Biochemistry 29, 1757 (1990) | Conformational change of elongation factor Tu (EF-Tu) induced by antibiotic binding. Crystal structure of the complex between EF-Tu.GDP and aurodox: L. Vogeley, et al.; J. Biol. Chem. 276, 17149 (2001) | A small-molecule inhibitor of the bacterial type III secretion system protects against in vivo infection with Citrobacter rodentium: K. Kimura, et al.; J. Antibiot. 64, 197 (2011)
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