Bulgecin A | CAS# 92953-54-3 | Metallo-β-Lactamases Inhibitor

MedKoo Cat#: 564290 | Name: Bulgecin A

Description:

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

Bulgecin A is an inhibitor of binuclear metallo-beta-lactamases and Lytic transglycosolase.

Chemical Structure

Bulgecin A

CAS#92953-54-3

Theoretical Analysis

MedKoo Cat#: 564290

Name: Bulgecin A

CAS#: 92953-54-3

Chemical Formula: C16H29N3O14S2

Exact Mass: 551.1091

Molecular Weight: 551.54

Elemental Analysis: C, 34.84; H, 5.30; N, 7.62; O, 40.61; S, 11.63

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Bulgecin A; Bulgecin-A; BulgecinA; BlgA; Blg A; Blg-A; BUL; BLG

IUPAC/Chemical Name

2-[[(2S,4S,5R)-4-[(2R,3R,4R,5S,6R)-3-Acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-(hydroxymethyl)pyrrolidine-2-carbonyl]amino]ethanesulfonic acid

InChi Key

RPNZWZDLNYCCIG-HMMVDTEZSA-N

InChi Code

InChI=1S/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1

SMILES Code

O=C(NCCS(=O)(O)=O)[C@H]1N[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](OS(=O)(O)=O)[C@H](O)[C@H]2NC(C)=O)C1

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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 551.54 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.

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: Skalweit MJ, Li M. Bulgecin A as a β-lactam enhancer for carbapenem-resistant Pseudomonas aeruginosa and carbapenem-resistant Acinetobacter baumannii clinical isolates containing various resistance mechanisms. Drug Des Devel Ther. 2016 Sep 20;10:3013-3020. eCollection 2016. PubMed PMID: 27703329; PubMed Central PMCID: PMC5036594. 2: Williams AH, Wheeler R, Thiriau C, Haouz A, Taha MK, Boneca IG. Bulgecin A: The Key to a Broad-Spectrum Inhibitor That Targets Lytic Transglycosylases. Antibiotics (Basel). 2017 Feb 22;6(1). pii: E8. doi: 10.3390/antibiotics6010008. PubMed PMID: 28241458; PubMed Central PMCID: PMC5372988. 3: Bonis M, Williams A, Guadagnini S, Werts C, Boneca IG. The effect of bulgecin A on peptidoglycan metabolism and physiology of Helicobacter pylori. Microb Drug Resist. 2012 Jun;18(3):230-9. doi: 10.1089/mdr.2011.0231. Epub 2012 Mar 20. PubMed PMID: 22432710. 4: Simm AM, Loveridge EJ, Crosby J, Avison MB, Walsh TR, Bennett PM. Bulgecin A: a novel inhibitor of binuclear metallo-beta-lactamases. Biochem J. 2005 May 1;387(Pt 3):585-90. PubMed PMID: 15569001; PubMed Central PMCID: PMC1134987.