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MedKoo Cat#: 597911 | Name: Teixobactin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

This product is discontinued for commercial reason.

Chemical Structure

Teixobactin
Teixobactin
CAS#1613225-53-8

Theoretical Analysis

MedKoo Cat#: 597911

Name: Teixobactin

CAS#: 1613225-53-8

Chemical Formula: C58H95N15O15

Exact Mass: 1241.7132

Molecular Weight: 1242.48

Elemental Analysis: C, 56.07; H, 7.71; N, 16.91; O, 19.31

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
No Data
Synonym
Teixobactin;
IUPAC/Chemical Name
(R)-N1-((2R,3S)-1-(((2S,3S)-1-(((S)-1-amino-3-hydroxy-1-oxopropan-2-yl)((3S,6S,9S,12R,13S)-3-((S)-sec-butyl)-6-(((S)-2-iminoimidazolidin-4-yl)methyl)-9,13-dimethyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridecan-12-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)-2-((S)-3-hydroxy-2-((2S,3S)-3-methyl-2-((R)-2-(methylamino)-3-phenylpropanamido)pentanamido)propanamido)pentanediamide
InChi Key
AAQMIKVUNJPELN-VEYUAGABSA-N
InChi Code
AAQMIKVUNJPELN-VEYUAGABSA-N
SMILES Code
OC[C@@H](C(N)=O)N(C([C@H]([C@@H](C)CC)NC([C@@H]([C@@H](C)CC)NC([C@@H](CCC(N)=O)NC([C@H](CO)NC([C@H]([C@@H](C)CC)NC([C@@H](CC1=CC=CC=C1)NC)=O)=O)=O)=O)=O)=O)[C@H]2C(N[C@@H](C)C(N[C@@H](C[C@@H](CN3)NC3=N)C(N[C@@H]([C@@H](C)CC)C(O[C@H]2C)=O)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.0300
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,242.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Piddock LJ. Teixobactin, the first of a new class of antibiotics discovered by iChip technology? J Antimicrob Chemother. 2015 Oct;70(10):2679-80. doi: 10.1093/jac/dkv175. Epub 2015 Jun 18. Review. PubMed PMID: 26089440. 2: Ling LL, Schneider T, Peoples AJ, Spoering AL, Engels I, Conlon BP, Mueller A, Schäberle TF, Hughes DE, Epstein S, Jones M, Lazarides L, Steadman VA, Cohen DR, Felix CR, Fetterman KA, Millett WP, Nitti AG, Zullo AM, Chen C, Lewis K. A new antibiotic kills pathogens without detectable resistance. Nature. 2015 Jan 22;517(7535):455-9. doi: 10.1038/nature14098. Epub 2015 Jan 7. Erratum in: Nature. 2015 Apr 16;520(7547):388. PubMed PMID: 25561178. 3: Jad YE, Acosta GA, Naicker T, Ramtahal M, El-Faham A, Govender T, Kruger HG, de la Torre BG, Albericio F. Synthesis and Biological Evaluation of a Teixobactin Analogue. Org Lett. 2015 Dec 18;17(24):6182-5. doi: 10.1021/acs.orglett.5b03176. Epub 2015 Dec 10. PubMed PMID: 26654835. 4: Yang H, Chen KH, Nowick JS. Elucidation of the Teixobactin Pharmacophore. ACS Chem Biol. 2016 Jul 15;11(7):1823-6. doi: 10.1021/acschembio.6b00295. Epub 2016 Jun 3. PubMed PMID: 27232661; PubMed Central PMCID: PMC5283680. 5: von Nussbaum F, Süssmuth RD. Multiple attack on bacteria by the new antibiotic teixobactin. Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6684-6. doi: 10.1002/anie.201501440. Epub 2015 May 12. PubMed PMID: 25968231. 6: Kali A. Teixobactin: a novel antibiotic in treatment of gram positive bacterial infections. J Clin Diagn Res. 2015 Mar;9(3):DL01. doi: 10.7860/JCDR/2015/13033.5720. Epub 2015 Mar 1. PubMed PMID: 25954620; PubMed Central PMCID: PMC4413068. 7: Homma T, Nuxoll A, Gandt AB, Ebner P, Engels I, Schneider T, Götz F, Lewis K, Conlon BP. Dual Targeting of Cell Wall Precursors by Teixobactin Leads to Cell Lysis. Antimicrob Agents Chemother. 2016 Oct 21;60(11):6510-6517. doi: 10.1128/AAC.01050-16. Print 2016 Nov. PubMed PMID: 27550357; PubMed Central PMCID: PMC5075054. 8: Hunter P. Antibiotic discovery goes underground: The discovery of teixobactin could revitalise the search for new antibiotics based on the novel method the researchers used to identify the compound. EMBO Rep. 2015 May;16(5):563-5. doi: 10.15252/embr.201540385. Epub 2015 Apr 1. PubMed PMID: 25832105; PubMed Central PMCID: PMC4428035. 9: Jin K, Sam IH, Po KH, Lin D, Ghazvini Zadeh EH, Chen S, Yuan Y, Li X. Total synthesis of teixobactin. Nat Commun. 2016 Aug 3;7:12394. doi: 10.1038/ncomms12394. PubMed PMID: 27484680; PubMed Central PMCID: PMC4976201. 10: Parmar A, Iyer A, Vincent CS, Van Lysebetten D, Prior SH, Madder A, Taylor EJ, Singh I. Efficient total syntheses and biological activities of two teixobactin analogues. Chem Commun (Camb). 2016 Apr 26;52(36):6060-3. doi: 10.1039/c5cc10249a. PubMed PMID: 26984316. 11: Giltrap AM, Dowman LJ, Nagalingam G, Ochoa JL, Linington RG, Britton WJ, Payne RJ. Total Synthesis of Teixobactin. Org Lett. 2016 Jun 3;18(11):2788-91. doi: 10.1021/acs.orglett.6b01324. Epub 2016 May 18. PubMed PMID: 27191730. 12: Arias CA, Murray BE. A new antibiotic and the evolution of resistance. N Engl J Med. 2015 Mar 19;372(12):1168-70. doi: 10.1056/NEJMcibr1500292. PubMed PMID: 25785976; PubMed Central PMCID: PMC4433155. 13: Sherpa RT, Reese CJ, Montazeri Aliabadi H. Application of iChip to Grow "Uncultivable" Microorganisms and its Impact on Antibiotic Discovery. J Pharm Pharm Sci. 2015;18(3):303-15. Review. PubMed PMID: 26517134. 14: Reasons to be cheerful. Nature. 2015 Jan 8;517(7533):121. doi: 10.1038/517121a. PubMed PMID: 25567246. 15: Sköld O. [Antibiotics on loan. Even Alexander Fleming warned against drug resistance]. Lakartidningen. 2015 Apr 14;112. pii: DFAY. Swedish. PubMed PMID: 25872192. 16: Servick K. The drug push. Science. 2015 May 22;348(6237):850-3. doi: 10.1126/science.348.6237.850. PubMed PMID: 25999488. 17: Kåhrström CT. Antimicrobials: a new drug for resistant bugs. Nat Rev Microbiol. 2015 Mar;13(3):126-7. doi: 10.1038/nrmicro3429. Epub 2015 Jan 19. PubMed PMID: 25597305. 18: Wright G. Antibiotics: An irresistible newcomer. Nature. 2015 Jan 22;517(7535):442-4. doi: 10.1038/nature14193. Epub 2015 Jan 7. PubMed PMID: 25561172. 19: Katsnelson A. New twist on antibiotic hunt hits pay dirt. Nat Rev Drug Discov. 2015 Mar;14(3):153-4. doi: 10.1038/nrd4556. Epub 2015 Feb 13. PubMed PMID: 25677360. 20: Marshall H. New antibiotic discovered for Gram-positive bacteria. Lancet Respir Med. 2015 Feb;3(2):104. doi: 10.1016/S2213-2600(14)70262-0. Epub 2015 Jan 16. PubMed PMID: 25601077.

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