LYS228

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MedKoo CAT#: 555118

CAS#: 1810051-96-7 (free acid)

Description: LYS228, also known as Ancremonam, is a potent antibiotics with Activity against Carbapenem-Resistant Enterobacteriaceae (MIC90 = 2 uM/mL). LYS228 is potent in the presence of all classes of beta-lactamases and shows potent activity against carbapenem-resistant isolates of Enterobacteriaceae (CRE).


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-10-26. Prices are subject to change without notice.

LYS228 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 555118
Name: LYS228
CAS#: 1810051-96-7 (free acid)
Chemical Formula: C16H18N6O10S2
Exact Mass: 518.0526
Molecular Weight: 518.472
Elemental Analysis: C, 37.07; H, 3.50; N, 16.21; O, 30.86; S, 12.37


Related CAS #: 2091840-41-2 (sodium)   1810051-96-7 (free acid)   2091840-42-3 (X hydrate)   2091840-43-4 (trihydrate)    

Synonym: LYS228; LYS-228; LYS 228; Ancremonam

IUPAC/Chemical Name: 1-((((Z)-1-(2-aminothiazol-4-yl)-2-oxo-2-(((3S,4R)-2-oxo-4-((2-oxooxazolidin-3-yl)methyl)-1-sulfoazetidin-3-yl)amino)ethylidene)amino)oxy)cyclopropane-1-carboxylic acid

InChi Key: FWTGYTRQUBRVDW-NRABZWKMSA-N

InChi Code: InChI=1S/C16H18N6O10S2/c17-14-18-7(6-33-14)9(20-32-16(1-2-16)13(25)26)11(23)19-10-8(5-21-3-4-31-15(21)27)22(12(10)24)34(28,29)30/h6,8,10H,1-5H2,(H2,17,18)(H,19,23)(H,25,26)(H,28,29,30)/b20-9-/t8-,10+/m1/s1

SMILES Code: O=C1[C@@H](NC(/C(C2=CSC(N)=N2)=N\OC3(CC3)C(O)=O)=O)[C@@H](CN4CCOC4=O)N1S(=O)(O)=O


Technical Data

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:
>2 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:
2934.99.9001


Additional Information

Metallo--lactamases (MBLs), such as New Delhi metallo--lactamase (NDM-1) have spread world-wide and present a serious threat. Expression of MBLs confers resistance in Gram-negative bacteria to all classes of -lactam antibiotics, with the exception of monobactams, which are intrinsically stable to MBLs. However, existing first generation monobactam drugs like aztreonam have limited clinical utility against MBL-expressing strains because they are impacted by serine -lactamases (SBLs), which are often co-expressed in clinical isolates.


References

1: Klingen AR, Palsdottir H, Hunte C, Ullmann GM. Redox-linked protonation state changes in cytochrome bc1 identified by Poisson-Boltzmann electrostatics calculations. Biochim Biophys Acta. 2007 Mar;1767(3):204-21. Epub 2007 Jan 31. PubMed PMID: 17349966.

2: Rosell A, Valencia E, Ochoa WF, Fita I, Parés X, Farrés J. Complete reversal of coenzyme specificity by concerted mutation of three consecutive residues in alcohol dehydrogenase. J Biol Chem. 2003 Oct 17;278(42):40573-80. Epub 2003 Aug 4. PubMed PMID: 12902331.

3: Rosell A, Valencia E, Parés X, Fita I, Farrés J, Ochoa WF. Crystal structure of the vertebrate NADP(H)-dependent alcohol dehydrogenase (ADH8). J Mol Biol. 2003 Jun 27;330(1):75-85. PubMed PMID: 12818203.

4: Shimizu T, Nakatsu T, Miyairi K, Okuno T, Kato H. Active-site architecture of endopolygalacturonase I from Stereum purpureum revealed by crystal structures in native and ligand-bound forms at atomic resolution. Biochemistry. 2002 May 28;41(21):6651-9. PubMed PMID: 12022868.

5: Swamy-Mruthinti S, Schey KL. Mass spectroscopic identification of in vitro glycated sites of MIP. Curr Eye Res. 1997 Sep;16(9):936-41. PubMed PMID: 9288456.

6: Hacker B, Barquera B, Gennis RB, Crofts AR. Site-directed mutagenesis of arginine-114 and tryptophan-129 in the cytochrome b subunit of the bc1 complex of Rhodobacter sphaeroides: two highly conserved residues predicted to be near the cytoplasmic surface of putative transmembrane helices B and C. Biochemistry. 1994 Nov 8;33(44):13022-31. PubMed PMID: 7947707.

7: Hurley TD, Bosron WF, Stone CL, Amzel LM. Structures of three human beta alcohol dehydrogenase variants. Correlations with their functional differences. J Mol Biol. 1994 Jun 10;239(3):415-29. PubMed PMID: 8201622.

8: Shilton BH, Campbell RL, Walton DJ. Site specificity of glycation of horse liver alcohol dehydrogenase in vitro. Eur J Biochem. 1993 Aug 1;215(3):567-72. PubMed PMID: 8354263.