MedKoo Cat#: 599112 | Name: Lacto-N-fucopentaose II

Description:

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

Lacto-N-fucopentaose II is a ganglioside containing sialylated lacto-N-fucopentaose II is gastrointestinal cancer-asociated antigen detected by monoclonal antibody 19-9 in colorectal carcinoma cell line SW 1116.

Chemical Structure

Lacto-N-fucopentaose II
Lacto-N-fucopentaose II
CAS#21973-23-9

Theoretical Analysis

MedKoo Cat#: 599112

Name: Lacto-N-fucopentaose II

CAS#: 21973-23-9

Chemical Formula: C32H55NO25

Exact Mass: 853.3063

Molecular Weight: 853.77

Elemental Analysis: C, 45.02; H, 6.49; N, 1.64; O, 46.85

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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Synonym
Lacto-N-fucopentaose II; Lnfp II; Lnfp-II; LnfpII;
IUPAC/Chemical Name
N-((2S,3R,4R,5S,6R)-2-(((2S,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(((2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxy)tetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)-4-(((2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide
InChi Key
FKADDOYBRRMBPP-UOPSVCGPSA-N
InChi Code
InChI=1S/C32H55NO25/c1-8-16(42)20(46)22(48)30(51-8)56-26-14(7-38)54-29(15(33-9(2)39)27(26)57-31-23(49)21(47)18(44)12(5-36)52-31)58-28-19(45)13(6-37)53-32(24(28)50)55-25(11(41)4-35)17(43)10(40)3-34/h3,8,10-32,35-38,40-50H,4-7H2,1-2H3,(H,33,39)/t8-,10-,11+,12+,13-,14+,15+,16+,17+,18-,19-,20+,21+,22-,23+,24+,25+,26+,27+,28-,29-,30-,31-,32-/m0/s1
SMILES Code
O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@H]([C@H](O[C@@H]([C@H](O)[C@@H](O)C=O)[C@H](O)CO)O[C@H]([C@@H]3O)CO)O)[C@H](NC(C)=O)[C@H]2O[C@@H]4O[C@H](CO)[C@H](O)[C@H]([C@H]4O)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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 853.77 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
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Carbon nuclear magnetic resonance spectra of oligosaccharides isolated from human milk and ovarian cyst mucin. Anal Biochem. 1985 Feb 15;145(1):124-36. PubMed PMID: 2988366. 12: Säwén E, Hinterholzinger F, Landersjö C, Widmalm G. Conformational flexibility of the pentasaccharide LNF-2 deduced from NMR spectroscopy and molecular dynamics simulations. Org Biomol Chem. 2012 Jun 21;10(23):4577-85. doi: 10.1039/c2ob25189b. Epub 2012 May 10. PubMed PMID: 22572908. 13: Chaturvedi P, Warren CD, Ruiz-Palacios GM, Pickering LK, Newburg DS. Milk oligosaccharide profiles by reversed-phase HPLC of their perbenzoylated derivatives. Anal Biochem. 1997 Aug 15;251(1):89-97. PubMed PMID: 9300087. 14: Larkin M, Ahern TJ, Stoll MS, Shaffer M, Sako D, O'Brien J, Yuen CT, Lawson AM, Childs RA, Barone KM, et al. Spectrum of sialylated and nonsialylated fuco-oligosaccharides bound by the endothelial-leukocyte adhesion molecule E-selectin. Dependence of the carbohydrate binding activity on E-selectin density. J Biol Chem. 1992 Jul 5;267(19):13661-8. Erratum in: J Biol Chem 1992 Aug 25;267(24):17478. PubMed PMID: 1377689. 15: Solouki T, Reinhold BB, Costello CE, O'Malley M, Guan S, Marshall AG. Electrospray ionization and matrix-assisted laser desorption/ionization Fourier transform ion cyclotron resonance mass spectrometry of permethylated oligosaccharides. Anal Chem. 1998 Mar 1;70(5):857-64. PubMed PMID: 9511464. 16: Alexander J, del Guercio MF, Maewal A, Qiao L, Fikes J, Chesnut RW, Paulson J, Bundle DR, DeFrees S, Sette A. Linear PADRE T helper epitope and carbohydrate B cell epitope conjugates induce specific high titer IgG antibody responses. J Immunol. 2000 Feb 1;164(3):1625-33. PubMed PMID: 10640784. 17: Xu Q, Gitti R, Bush CA. Comparison of NMR and molecular modeling results for a rigid and a flexible oligosaccharide. Glycobiology. 1996 Apr;6(3):281-8. 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