MedKoo Cat#: 598953 | Name: Lipid Y

Description:

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

Lipid Y is a monosaccharide precursor of E coli lipid A.

Chemical Structure

Lipid Y
Lipid Y
CAS#88090-57-7

Theoretical Analysis

MedKoo Cat#: 598953

Name: Lipid Y

CAS#: 88090-57-7

Chemical Formula: C50H96NO13P

Exact Mass: 949.6619

Molecular Weight: 950.28

Elemental Analysis: C, 63.20; H, 10.18; N, 1.47; O, 21.89; P, 3.26

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
Lipid Y;
IUPAC/Chemical Name
1-(((2R,3R,4R,5S,6R)-5-hydroxy-6-(hydroxymethyl)-4-((3-hydroxytetradecanoyl)oxy)-2-(phosphonooxy)tetrahydro-2H-pyran-3-yl)amino)-1-oxotetradecan-3-yl palmitate
InChi Key
DTLGGSIACOCTBL-RMGBINACSA-N
InChi Code
InChI=1S/C50H96NO13P/c1-4-7-10-13-16-19-20-21-22-25-28-31-34-37-45(55)61-42(36-33-30-27-24-18-15-12-9-6-3)39-44(54)51-47-49(48(57)43(40-52)62-50(47)64-65(58,59)60)63-46(56)38-41(53)35-32-29-26-23-17-14-11-8-5-2/h41-43,47-50,52-53,57H,4-40H2,1-3H3,(H,51,54)(H2,58,59,60)/t41?,42?,43-,47-,48-,49-,50-/m1/s1
SMILES Code
O[C@H]1[C@H](OC(CC(O)CCCCCCCCCCC)=O)[C@@H](NC(CC(OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCCCC)=O)[C@@H](OP(O)(O)=O)O[C@@H]1CO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 950.28 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: Brozek KA, Bulawa CE, Raetz CR. Biosynthesis of lipid A precursors in Escherichia coli. A membrane-bound enzyme that transfers a palmitoyl residue from a glycerophospholipid to lipid X. J Biol Chem. 1987 Apr 15;262(11):5170-9. PubMed PMID: 3549717. 2: Ikeda K, Nakamoto S, Takahashi T, Achiwa K. Lipid A and related compounds. XIV. A new synthesis of lipid Y, the reducing sugar moiety of Salmonella- and Proteus-type lipid A. Chem Pharm Bull (Tokyo). 1987 Nov;35(11):4436-41. PubMed PMID: 3442881. 3: Krishnan N, Malaga W, Constant P, Caws M, Tran TH, Salmons J, Nguyen TN, Nguyen DB, Daffé M, Young DB, Robertson BD, Guilhot C, Thwaites GE. Mycobacterium tuberculosis lineage influences innate immune response and virulence and is associated with distinct cell envelope lipid profiles. PLoS One. 2011;6(9):e23870. doi: 10.1371/journal.pone.0023870. Epub 2011 Sep 8. PubMed PMID: 21931620; PubMed Central PMCID: PMC3169546. 4: Nishijima M, Amano F, Akamatsu Y, Akagawa K, Tokunaga T, Raetz CR. Macrophage activation by monosaccharide precursors of Escherichia coli lipid A. Proc Natl Acad Sci U S A. 1985 Jan;82(2):282-6. PubMed PMID: 3881760; PubMed Central PMCID: PMC397021. 5: Ikeda K, Nakamoto S, Takahashi T, Achiwa K. A new synthesis of lipid Y by the use of chemoselective debenzylation as a key step. Carbohydr Res. 1986 Jan 1;145(2):C5-7. PubMed PMID: 3955561. 6: Quinlan LR, Kane MT. Nature of glycosylphosphatidylinositols produced by mouse embryonic stem cells. Reproduction. 2001 Nov;122(5):785-91. PubMed PMID: 11690539. 7: Takayama K, Qureshi N, Mascagni P, Anderson L, Raetz CR. Glucosamine-derived phospholipids in Escherichia coli. Structure and chemical modification of a triacyl glucosamine 1-phosphate found in a phosphatidylglycerol-deficient mutant. J Biol Chem. 1983 Dec 10;258(23):14245-52. PubMed PMID: 6358219. 8: Mendonca CX Jr, Jensen LS. Regression equations for estimating hepatic lipid content of chicks and hens by moisture determination. Poult Sci. 1983 Oct;62(10):2120-2. PubMed PMID: 6634590. 9: Zahn L, Freund R, Hoppe K, Pisarchuk KL, Augustin W. Prediction of total body lipid from total body water in rats. Part 1. Relations between directly measured major body components. Nahrung. 1991;35(6):581-90. PubMed PMID: 1787846. 10: Sutton MB, Strunk RC, Cole FS. Regulation of the synthesis of the third component of complement and factor B in cord blood monocytes by lipopolysaccharide. J Immunol. 1986 Feb 15;136(4):1366-72. PubMed PMID: 3003195. 11: Fujiwaki T, Hamanaka S, Tate S, Inagaki F, Suzuki M, Suzuki A, Mori C. Tissue accumulation of sulfatide and GM3 ganglioside in a patient with variant Farber disease. Clin Chim Acta. 1995 Jan 31;234(1-2):23-36. PubMed PMID: 7758220. 12: Corcelli A, Colella M, Mascolo G, Fanizzi FP, Kates M. A novel glycolipid and phospholipid in the purple membrane. Biochemistry. 2000 Mar 28;39(12):3318-26. PubMed PMID: 10727224.