Muramic lactam | CAS#35477-93-1

MedKoo Cat#: 534823 | Name: Muramic lactam

Description:

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

Muramic lactam is a bioactive chemical.

Chemical Structure

Muramic lactam

CAS#35477-93-1

Theoretical Analysis

MedKoo Cat#: 534823

Name: Muramic lactam

CAS#: 35477-93-1

Chemical Formula: C9H16N2O6

Exact Mass: 248.1008

Molecular Weight: 248.24

Elemental Analysis: C, 43.55; H, 6.50; N, 11.29; O, 38.67

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Muramic lactam

IUPAC/Chemical Name

Muramic acid, delta-lactam

InChi Key

KLOQXEJISMWHGN-SNTDCUFQSA-N

InChi Code

InChI=1S/C9H16N2O6/c1-3-7(14)11-9(17-3)5(10)8(15)16-4(2-12)6(9)13/h3-6,8,12-13,15H,2,10H2,1H3,(H,11,14)/t3?,4-,5+,6-,8+,9-/m1/s1

SMILES Code

CC(O[C@@]12[C@@H]([C@H](O[C@@H]([C@@H]1N)O)CO)O)C(N2)=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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 248.24 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: Coullon H, Rifflet A, Wheeler R, Janoir C, Boneca IG, Candela T. N-Deacetylases required for muramic-δ-lactam production are involved in Clostridium difficile sporulation, germination, and heat resistance. J Biol Chem. 2018 Nov 23;293(47):18040-18054. doi: 10.1074/jbc.RA118.004273. Epub 2018 Sep 28. PMID: 30266804; PMCID: PMC6254358. 2: Gilmore ME, Bandyopadhyay D, Dean AM, Linnstaedt SD, Popham DL. Production of muramic delta-lactam in Bacillus subtilis spore peptidoglycan. J Bacteriol. 2004 Jan;186(1):80-9. doi: 10.1128/jb.186.1.80-89.2004. PMID: 14679227; PMCID: PMC303458. 3: Popham DL, Helin J, Costello CE, Setlow P. Muramic lactam in peptidoglycan of Bacillus subtilis spores is required for spore outgrowth but not for spore dehydration or heat resistance. Proc Natl Acad Sci U S A. 1996 Dec 24;93(26):15405-10. doi: 10.1073/pnas.93.26.15405. PMID: 8986824; PMCID: PMC26417. 4: Wickus GG, Warth AD, Strominger JL. Appearance of muramic lactam during cortex synthesis in sporulating cultures of Bacillus cereus and Bacillus megaterium. J Bacteriol. 1972 Aug;111(2):625-7. PMID: 4626506; PMCID: PMC251327. 5: Fukushima T, Yamamoto H, Atrih A, Foster SJ, Sekiguchi J. A polysaccharide deacetylase gene (pdaA) is required for germination and for production of muramic delta-lactam residues in the spore cortex of Bacillus subtilis. J Bacteriol. 2002 Nov;184(21):6007-15. doi: 10.1128/jb.184.21.6007-6015.2002. PMID: 12374835; PMCID: PMC135383. 6: Popham DL, Helin J, Costello CE, Setlow P. Analysis of the peptidoglycan structure of Bacillus subtilis endospores. J Bacteriol. 1996 Nov;178(22):6451-8. doi: 10.1128/jb.178.22.6451-6458.1996. PMID: 8932300; PMCID: PMC178530. 7: Faille C, Ronse A, Dewailly E, Slomianny C, Maes E, Krzewinski F, Guerardel Y. Presence and function of a thick mucous layer rich in polysaccharides around Bacillus subtilis spores. Biofouling. 2014;30(7):845-58. doi: 10.1080/08927014.2014.939073. PMID: 25115519. 8: Lambert EA, Sherry N, Popham DL. In vitro and in vivo analyses of the Bacillus anthracis spore cortex lytic protein SleL. Microbiology. 2012 May;158(Pt 5):1359-1368. doi: 10.1099/mic.0.056630-0. Epub 2012 Feb 16. PMID: 22343356; PMCID: PMC3542826. 9: Dowd MM, Orsburn B, Popham DL. Cortex peptidoglycan lytic activity in germinating Bacillus anthracis spores. J Bacteriol. 2008 Jul;190(13):4541-8. doi: 10.1128/JB.00249-08. Epub 2008 May 2. PMID: 18456807; PMCID: PMC2446819. 10: Imae Y, Strominger JL. Cortex content of asporogenous mutants of Bacillus subtilis. J Bacteriol. 1976 May;126(2):914-8. PMID: 1262319; PMCID: PMC233229. 11: Imae Y, Strominger JL. Conditional spore cortex-less mutants of Bacillus sphaericus 9602. J Biol Chem. 1976 Mar 10;251(5):1493-9. PMID: 767335. 12: Imae Y, Strominger JL. Relationship between cortex content and properties of Bacillus sphaericus spores. J Bacteriol. 1976 May;126(2):907-13. PMID: 944183; PMCID: PMC233228. 13: Mallidis CG, Scholefield J. Relation of the heat resistance of bacterial spores to chemical composition and structure. II. Relation to cortex and structure. J Appl Bacteriol. 1987 Sep;63(3):207-15. doi: 10.1111/j.1365-2672.1987.tb04938.x. PMID: 3429356.